3-Nitroaniline → HCID 57591098, compound

HRID 1784088Notes

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.[N+:19]([C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25])([O-:21])=[O:20]>>[N+:19]([C:22]1[CH:23]=[C:24]([NH:25][C:2]2[CH:17]=[C:6]3[C:7]4[C:12]([CH2:13][CH2:14][N:5]3[C:4](=[O:18])[N:3]=2)=[CH:11][C:10]([O:15][CH3:16])=[CH:9][CH:8]=4)[CH:26]=[CH:27][CH:28]=1)([O-:21])=[O:20]

Participants

Reactant 2

HCID 74233-Nitroaniline

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

Product 1

HCID 57591098HCID 57591098, 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-nitro-aniline as in Example 1 d. 1H-NMR (400 MHz, d6-DMSO) δ 10.10 (s, 1H), 8.87 (s, 1H), 8.13 (d, 1H), 7.88 (m, 1H), 7.73 (d, 1H), 7.63 (t, 1H), 7.02 (m, 2H), 6.38 (s, 1H), 4.01 (t, 2H), 3.85 (s, 3H) and 2.99 (t, 2H); MS (ESI) (M+H)+ 365.

Sources & evidence

ORD record: ord-cf67d6ff22444f638f10987d1139d1ca
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501512B2

Reaction notes

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