2-Methoxy-6-methylaniline → 9-Methoxy-2-(2-methoxy-6-methyl-phenylamino)-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one

HRID 1784065Notes

Reaction equation

HRID 1784065 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][O:20][C:21]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[C:22]=1[NH2:23]>>[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:23][C:22]3[C:24]([CH3:28])=[CH:25][CH:26]=[CH:27][C:21]=3[O:20][CH3:19])=[N:3][C:4](=[O:18])[N:5]1[CH2:14][CH2:13]2

Participants

3

Reactant 2

HCID 4592492-Methoxy-6-methylanilineHCID 575910932-chloro-9-methoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one

Product 1

HCID 114398959-Methoxy-2-(2-methoxy-6-methyl-phenylamino)-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one

Procedure

The title compound was prepared from 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (4) and 2-methoxy-6-methyl-aniline as in Example 1 d. 1H-NMR (400 MHz, d6-DMSO) δ 8.71 (br, 1H), 7.71 (br, 1H), 7.35-6.80 (5H), 6.39 (br, 1H), 3.92 (br, 2H), 3.83 (br, 3H), 3.74 (br, 3H), 2.94 (t, 2H) and 2.14 (br, 3H); MS (ESI) (M+H)+ 364.

Sources & evidence

ORD record
ord-f48d66c02cb24b2da3b05215ca1ea5b0
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

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