N-methyl-N-phenyl-hydrazine → HCID 57591092, compound

HRID 1784081Notes

Reaction equation

HRID 1784081 reaction equation
Cl[C:2]1[CH:17]=[C:6]2[C:7]3[C:12]([CH2:13][CH2:14][N:5]2[C:4](=[O:18])[N:3]=1)=[CH:11][C:10]([O:15][CH3:16])=[CH:9][CH:8]=3.[CH3:19][N:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[NH2:21]>>[CH3:16][O:15][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[C:6]1=[CH:17][C:2]([NH:21][N:20]([CH3:19])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:3][C:4](=[O:18])[N:5]1[CH2:14][CH2:13]2

Participants

3

Reactant 2

HCID 36299N-methyl-N-phenyl-hydrazineHCID 575910932-chloro-9-methoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one

Product 1

HCID 57591092HCID 57591092, compound

Procedure

The title compound was prepared from 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (4) and N-methyl-N-phenyl-hydrazine as in Example 1 d. 1H-NMR (400 MHz, d6-DMSO at 60° C.) δ 9.12 (br, 1H), 7.68 (d, 1H), 7.22 (t, 2H), 6.95-6.75 (5H), 6.24 (s, 1H), 3.96 (br, 2H), 3.82 (s, 3H), 3.16 (s, 3H) and 2.94 (t, 2H); MS (ESI) (M+H)+ 349.

Sources & evidence

ORD record
ord-ba53c7a73ab848acbfbb41d961be87ed
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

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