Sulpiride → HCID 76182152, compound

HRID 2181106Notes

Reaction equation

HRID 2181106 reaction equation
CC1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[O:11][CH3:12])=[O:9])[C:4](=[O:21])O1.[CH2:23]([N:25]1[CH2:29][CH2:28][CH2:27][CH:26]1[CH2:30][NH:31][C:32](=[O:45])[C:33]1[CH:38]=[C:37]([S:39](=[O:42])(=[O:41])[NH2:40])[CH:36]=[CH:35][C:34]=1[O:43][CH3:44])[CH3:24]>>[CH2:23]([N:25]1[CH2:29][CH2:28][CH2:27][CH:26]1[CH2:30][NH:31][C:32](=[O:45])[C:33]1[CH:38]=[C:37]([S:39](=[O:41])(=[O:42])[NH:40][C:4](=[O:21])[C:5]([OH:6])=[CH:7][C:8](=[O:9])[N:10]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=2)[O:11][CH3:12])[CH:36]=[CH:35][C:34]=1[O:43][CH3:44])[CH3:24]

Participants

3

Reactant 2

HCID 5355SulpirideHCID 730332332-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide

Product 1

HCID 76182152HCID 76182152, compound

Procedure

2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide was treated with N-(1-ethyl-pyrrolidin-2-ylmethyl)-2-methoxy-5-sulfamoyl-benzamide as described in the preparation of compound 1 to yield the title compound. 1H NMR (500 MHz, CDCl3) δ: 1.29 (t, 3, J=7), 1.86 (m, 1), 2.06 (m, 2), 2.26 (m, 1), 2.97 (m, 2), 3.50 (m, 1), 3.59 (s, 3), 3.64 (m, 1), 3.82 (m, 2), 3.95 (m, 1), 4.03 (s, 3), 4.72 (s, 2), 6.37 (s, 1), 6.95 (m, 2), 7.10 (m, 1), 7.23 (m, 2), 8.23 (m, 1), 8.71 (s, 1).

Sources & evidence

ORD record
ord-ea5d1493accd4443a11b8ebf65ac0a8b
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

Loading…