5-Phenyl-o-anisidine → HCID 11316241, compound

HRID 1784074Notes

Reaction equation

HRID 1784074 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.[NH2:19][C:20]1[CH:21]=[C:22]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:23]=[CH:24][C:25]=1[O:26][CH3:27]>>[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:19][C:20]3[CH:21]=[C:22]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)[CH:23]=[CH:24][C:25]=3[O:26][CH3:27])=[N:3][C:4](=[O:18])[N:5]1[CH2:14][CH2:13]2

Participants

3

Reactant 2

HCID 1234895-Phenyl-o-anisidineHCID 575910932-chloro-9-methoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one

Product 1

HCID 11316241HCID 11316241, compound

Procedure

The title compound was prepared from 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (4) and 3-amino-4-methoxy-biphenyl as in Example 1 d. 1H-NMR (400 MHz, d8-DMSO) δ 8.85 (s, 1H), 8.55 (br, 1H), 7.70 (d, 1H), 7.60 (d, 2H), 7.46 (t, 2H), 7.38 (dd, 1H), 7.33 (t, 1H), 7.16 (d, 1H), 7.02 (dd, 1H), 6.98 (d, 1H), 6.72 (br, 1H), 3.97 (t, 2H), 3.91 (s, 3H), 3.84 (s, 3H) and 2.96 (t, 2H); MS (ESI) (M+H)+ 426.

Sources & evidence

ORD record
ord-bf986b7aaf984030a8ed8da032def2d9
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

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