1,6,7,11 b-Tetrahydro

Heating a well-mixed mixture of l-(2-hydroxyethyl)-2-ethoxycarbo-nyl-6,7-dimethoxy-l,2,3,4-tetrahydroisoquinoline and solid NaOMe at 130 °C for 45 min followed by extraction of the reaction mixture with EtOAc provided 9,10-dimethoxy-1,6,7,11 b-tetrahydro-2H,4H-[l, 3]oxa-zino[4,3- ]isoquinolin-4-one in 52% yield (09T8021). 1,3,4,6,7,11b-Hexahydro-2H-pyrimido[6,l-fl]isoquinolin-4-one 53 was obtained from pyrimidinone 91 by a Pictet-Spengler reaction in CH2C12 in the action of TFA at ambient temperature (09OL1559). 

CN 10-chloro-11 b-(2-fluorophenyl)-2,3,7,11 b-tetrahydro-7-(2-hydroxycthyl)oxazolof3,2-dil 1,4Jbenzodiazepin-6(5//)-one... 

Amino-6,7,8,9-tetrahydro-l l//-pyrido[2,l -b]quinazolin-l 1 -one was prepared by catalytic hydrogenation of the 3-nitro derivative over Raney nickel in ethanol [91KFZ(11)28]. 

Tetrahydro-l 1 //-pyrido[2,l-6]quinazoline hydrate (6 HzO) deteriorated during storage into its 11-oxo derivative (7), or in water at room temperature in the presence of air (85AJC1007). A mixture of the 7-methyl derivative of 6,7,8,9-tetrahydro-ll//-pyrido[2,l-b]quinazoline (6) and its 5,5a,6,7,8,9-hexahydro derivative partially oxidized on standing in air for 6 months to their 11-oxo derivatives (95AJC2023). 

Chemical Name (BS-cis)-10-[(3-amino-2,3,6-trideoxy-C(-L-lyxo-hexopyranosyl)oxy] -7,8,9,10-tetrahydro-6,8,11-trihydroxy-B-(hydroxyacetyl)-1-methoxy-5,12-naphthacenedione... 

B. 2-Acetyl-6,l-dimethoxy-l-methylene-l,2,3,4-tetrahydroisoquinoline [Isoquinoline, 2-acetyl-l,2, A,4-tetrahydro-6,7-dimethoxy-l-methylene-]. A 1-1., three-necked, round-bottomed flask equipped with a mechanical stirrer, a reflux condenser topped with a calcium chloride drying tube, and a thermometer is charged with 110 ml. of acetic anhydride, 110 ml. of pyridine, and 45.0 g. (0.22 mole) of the dihydroisoquinoline prepared in Part A. The reaction mixture is stirred and heated at 90-95° for 30 minutes, stored at room temperature overnight, and concentrated by distillation at 50° using a rotary evaporator. The residue is diluted with 20 ml. of ethyl acetate, and another evaporation under reduced pressure gives material that can be crystallized from 75 ml. of ethyl acetate to yield 38.5 41.0 g. (72-77%) of product, m.p. 106-107° (Note 11). 

Reduction of 11-benzyl-l-methyl-1,2,3,4-tetrahydro-6/7-pyrimido[l, 2-b]-isoquinolin-6-one in methanol with sodium borohydride gave m-ll,lla-H-l,2,3,4,ll,lla-hexahydro derivative 41 (88HCA77). 

B. 6-Methoxy-7-methoxy arbcmyl-l, g, 3,4-tetr ahydromphthalene, 1,1-Dimethoxyethylene (1.1 g, 12.5 mmol, Note 13) is added to a solution of methyl 2-oxo-5,6,7,8-tetrahydro-2H-l-benzopyran-3-carboxylate (507 mg, 2.44 mmol) in dry toluene (2,5 mL, Note 14) in a dry, 11 x 13 mm, resealable glass tube... 

Cyclization of /V-(2-aminocarbonylphenyl)-5-chloropentanamide (392) in boiling methanol in the presence of sodium methoxide for 4 h gave a mixture of l,2,3,4-tetrahydro-6//-pyrido[l,2-a]quinazolin-6-one (140) and 1,2,3,4-tetrahydro-ll//-pyrido[2,l-b]quinazolin-11 -one (7) (86JHC53). 

Dibenz[b, e]azepine-6,11 -diones enf-Morphinan nomenclature, 1, 29 Morphinan, 1,2,3,4-tetrahydro-nomenclature, 1, 29 14-a-Morphinan, JV-methyl-synthesis, 1, 480 Morphinans nomenclature, 1, 29 as pharmaceuticals, 1, 148 synthesis, 2, 377 Morphine, 2, 512 as analgesic, 1, 167 as metabolite of normorphine, X, 235 as pharmaceutical, 1, 146, 147, 148 synthesis, 1, 480 Morphine alkaloids structure, 4, 534 Morphin-7-en nomenclature, 1, 29 Morphinone, dihydro-as pharmaceutical, 1, 147 Morpholine — see also 1,4-Oxazine, tetrahydro-carcinogenicity, 1, 229 corrosion inhibitor, 1, 409 metabolism, 1, 226 nomenclature, 3, 996 structure, 2, 5 synthesis, 2, 89 Morpholine, 4-acryIoyl-polymers, 1, 291 Morpholine, alkenyl-polymers, 1, 291... 

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