Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-1 -methyl

Cyclization occurred at the N-3 atom when 4-(3-bromopropylaruino)-l, 6,7,1 1 b-tctrahydro-2//-pyrimido[6,l -zz -isoquinoline was treated with NaH to give a tetracyclic derivative <2003M1271>. 9,10-Dimethoxy-2-(arylimino)-2,3,6,7-tetrahydro-4//-pyrimido[6,l- ]isoquinolin-4-ones were N-3-alkylated with iV-(ra-bromoalkyl)phthalimides in the presence of K2C03 and a catalytic amount of I2 in boiling 2-butanone in 13-67% yields <2000W020/058308>. Treatment of the 2-[(4-methoxyphenyl)methyl] derivative of 2,3,6,7-tctrahydro-l //,5//-pyrido[3,2,l-/ylqninazolinc-... 

R,5 S)-2-[(2-bromomethylphenyl)methyl -2,5-dihydro-5-mpropyi-3,6-dimethoxy-2-meth ipyrazme >97% de 6 (3, 11 aR)-3,4,6, t t-tetrahydro-3-isoprop I-l-methoxy-U a-methyl-4-oxopyrctzino[l, 2-b isoquinoline yield 75% 97% de... 

To a stirred solution of 1,2,3,4-tetrahydro 6,7-dimethoxy-l-methyl-isoquinoline (35.2 g, 0.17 m) in methylene chloride (50 ml) under nitrogen at ambient temperature was added p-nitrophenylacetic acid (31.4 g,0.17 m) and then portionwise dicyclohexylcarbodiimide (37.0 g, 0.18 m) and the mixture stirred for 3 hr. The precipitated solid was removed by filtration and the filtrate evaporated to an oily residue. The residue was treated with 500 ml methanol and the solid precipitate collected by filtration to give, after drying, N-(4 nitro-phenylacetyl)-l,2,3,4-tetrahydro-6,7-dimethoxy-l-methylisoquinoline as a yellow solid, 66.0 g (100% yield). The product contains a small amount of dicyclohexylurea. 

S)-6,7-Dimethoxy-3-[(5/ )-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]phthalide C,2H.3N07 = 413.4 CAS—128-62-1... 

Harnstoif l,l-Diethyl-3-(2-methoxy-phenyl)- E4, 340 (Cl - NR2) Isoquinolin 2-Amino-6,7-dimethoxy-1 -methyl-1,2,3,4-tetrahydro-E16a, 501 (N-N-Aufbau) Kohlensaure -ethylester-[2-(4-isopropyl-phenyl)-hydrazid]... 

Dimethoxy-l,2,3,4-tetrahydroisoquinoline hydrochloride Isoquinoline, l,2,3,4-tetrahydro-6,7-dimethoxy-, hydrochloride (8,9) (2328-12-3) (S)-N,N-Dimethy1-N -(l-tert-butoxy-3-methyl-2-butyl)formamidine Methanimidamide, N -[ -[(1,l-d1methy 1 ethoxy)methyl]-2-methylpropyl]-N,N-dimethyl-. (S)- (11) (90482-06-7)... 

Phenylimino)-l-hydroxymethyl-9,10-dimethoxy-l,2,4,6,7,ll -hexahy-dro[l,3]oxazino[4,3-a]isoquinoline was prepared from 4-methylimino and 4-thione derivatives in the presence of HgO and 4-methylthio-l,6,7,llh-tetrahydro-2//-[l,3]oxazino[4,3- ]isoquinolinium salt with aniline (85GEP3510526). 4-Methylthio-l-hydroxymethyl-9,10-dimethoxy-l,6,7,116-tetrahydro-2//-[l,3]oxazino[4,3-a]isoquinolinium iodide was obtained from the l,2,4,6,7,116-hexahydro-4-thione derivative with methyl iodide (85GEP3510526). 1-Hydroxymethyl-9,10-dime thoxy-1,2,4,6,7,116-hexahy-dro-[l,3]oxazino[4,3-fl]isoquinolin-4-thione was obtained from its 4-one derivative by treatment with P4S10 in pyridine (85GEP3510526). 

The reaction of l-(2-methyl-3-furyl)-6,7-dimethoxy-3,4-dihydroisoquino-line with phenyl isocyanate gave an E-Z mixture of 3,4,6,7-tetrahydro-2/f-pyrimido[6,l-a]isoquinolin-4-one (132) (86CB2553). 

Among the amines that have been resolved with (-)-DAG are a-phenylethylamine (a-methylbenzenemethanamine), [R-(R, R )]-2-amino-l-(4-nitrophenyl)-l,3-propanediol, 1,2,3,4,5,6,7,8-octahydro-l-(4-methoxyphenylmethyl)isoquinoline, 3-methoxymorphinan, 1,2,3,4-tetrahydro-7-methoxy-4-phenylisoquinoline, 3-hydroxy-i 7-methyl-morphinan, l,2,3,4-tetrahydro-6,7-dimethoxy-l-[3,4-(methylenedi-oxy)phenyl]isoquinoline, l,2,3,4-tetrahydro-6,7-dimethoxy-l-(3,4,5-tri-methoxyphenyl)isoquinoline, 2-[4-(phenylmethoxy)phenyl]-2-(3,4-di-methoxyphenyl)ethanamine, A-norlaudanosine (tetrahydropapaver-ine), and l,2,3,4-tetrahydro-6,7-dimethoxy-l-[3-methoxy-4- phenyl-methoxy)phenyl]isoquinoline. 

A soln. of 2-methyl-4-piperonyl-6,7-dimethoxy-l,2-dihydroisoquinoline in acetic acid containing coned. HCl refluxed 1.5 hrs. under Ng 3,4-dimethoxy-6-methyl-8,9-methylenedioxy-5,6,12,13-tetrahydro-l lH-indeno[l,2-c]isoquinoline. Y 75%. 

Recently, the antieancer mechanism of noscapine derivative Red-Br-nos, (/ )-9-bromo-5-((iS)-4,5 -dimethoxy-1,3 -dihydroisobenzofuran-1 -yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[l,3]-dioxolo[4,5-g]isoquinoline, has been described in human prostate eaneer PC-3 eells... 

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