1-(3-Aminopropyl)-2-pyrrolidinone → HCID 10122559, compound

HRID 1370900Notes

Reaction equation

HRID 1370900 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:39]=[CH:38][C:25]([O:26][C:27]2[CH:28]=[C:29]([CH:35]=[CH:36][CH:37]=2)[O:30][CH2:31][C:32]([OH:34])=O)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:40][CH2:41][CH2:42][CH2:43][N:44]1[CH2:48][CH2:47][CH2:46][C:45]1=[O:49]>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:26][C:27]2[CH:28]=[C:29]([CH:35]=[CH:36][CH:37]=2)[O:30][CH2:31][C:32]([NH:40][CH2:41][CH2:42][CH2:43][N:44]2[CH2:48][CH2:47][CH2:46][C:45]2=[O:49])=[O:34])=[CH:38][CH:39]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[C:10]=1[CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 18512030HCID 18512030, compound

Product 1

HCID 10122559HCID 10122559, compound

Procedure

The product from Example 62C and 1-(3-aminopropyl)-2-pyrolidinone was processed as described in Example 68D to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ8.97 (s, 1 H), 8.07 (m, 1 H), 7.23 (m, 8 H), 6.85-7.06 (m, 4 H), 6.45-6.79 (m, 4 H), 4.43 (s, 2 H), 4.08 (s, 2 H), 4.06 (s, 2 H), 2.99-3.39 (m, 6 H), 2.91 (s, 3 H), 2.40 (s, 3 H), 2.17 (m, 2 H), 1.87 (m, 2 H), 1.56 (m, 2 H); MS (APCI) m/z 671 (M+H+).

Sources & evidence

ORD record
ord-d6af0d1b79a34ef5a21235b3881fdcf2
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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