2,6-Dimethylaniline → HCID 11198825, compound

HRID 1784070Notes

Reaction equation

HRID 1784070 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][C:20]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:21]=1[NH2:22]>>[CH3:19][C:20]1[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:21]=1[NH:22][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

Participants

3

Reactant 2

HCID 68962,6-DimethylanilineHCID 575910932-chloro-9-methoxy-6,7-dihydro-4H-pyrimido[6,1-a]isoquinolin-4-one

Product 1

HCID 11198825HCID 11198825, compound

Procedure

The title compound was prepared from 2-chloro-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (4) and 2,6-dimethyl-aniline as in Example 1 d. 1H-NMR as two isomeric mixture (400 MHz, d6-DMSO) δ 8.96 and 8.87 (br, 1H), 7.75 and 7.29 (d, 1H), 7.23-6.80 (5H), 6.37 and 5.33 (br, 1H), 3.96 and 3.92 (t, 2H), 3.84 and 3.78 (s, 3H), 2.95 (t, 2H) and 2.18 and 2.16 (s, 6H); MS (ESI) (M+H)+ 348.

Sources & evidence

ORD record
ord-da40987323084fe2ad68f524ed25d5a7
Source dataset
uspto-grants-2009_03
Patent number
US07501512B2

Reaction notes

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