Cyclopentanecarbonyl chloride → HCID 57591090, compound

HRID 1784091Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:24]=[C:13]3[C:14]4[C:19]([CH2:20][CH2:21][N:12]3[C:11](=[O:25])[N:10]=2)=[CH:18][C:17]([O:22][CH3:23])=[CH:16][CH:15]=4)[CH:5]=[CH:6][CH:7]=1.[CH:26]1([C:31](Cl)=[O:32])[CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH3:23][O:22][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[C:13]1=[CH:24][C:9]([NH:8][C:4]3[CH:3]=[C:2]([NH:1][C:31]([CH:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)=[O:32])[CH:7]=[CH:6][CH:5]=3)=[N:10][C:11](=[O:25])[N:12]1[CH2:21][CH2:20]2

Participants

Reactant 2

HCID 78284Cyclopentanecarbonyl chloride

HCID 57591094HCID 57591094, compound

Product 1

HCID 57591090HCID 57591090, compound

Procedure

The title compound was prepared from 2-(3-amino-phenylamino)-9-methoxy-6,7-dihydro-pyrimido[6,1-a]isoquinolin-4-one (6) and cyclopentanecarbonyl chloride according the method described in Example 28 c. 1H-NMR (400 MHz, d6-DMSO) δ 9.92 (s, 1H), 9.66 (br, 1H), 7.91 (s, 1H), 7.69 (d, 1H), 7.57 (br, 1H), 7.28-7.20 (2H), 7.05-6.97 (2H), 6.40 (s, 1H), 3.98 (t, 2H), 3.84 (s, 3H), 2.97 (t, 2H), 2.80 (m, 1H) and 1.92-1.50 (8H); MS (ESI) (M+H)+ 431.

Sources & evidence

ORD record: ord-115897dd37cd4c5e810d7740212b0657
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501512B2

Reaction notes

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