2-(4-(3-(Piperidin-1-yl)propoxy)phenyl)acetic acid → 2-(4-(3-(Piperidin-1-yl)propoxy)phenyl)-N-(2-(thiazol-4-yl)thiophen-3-yl)acetamide

HRID 1519913Notes

Reaction equation

HRID 1519913 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]2[S:7][CH:8]=[CH:9][C:10]=2[NH2:11])[N:3]=[CH:2]1.[N:12]1([CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][C:29](O)=[O:30])=[CH:24][CH:23]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>>[N:12]1([CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[CH:24][C:25]([CH2:28][C:29]([NH:11][C:10]3[CH:9]=[CH:8][S:7][C:6]=3[C:4]3[N:3]=[CH:2][S:1][CH:5]=3)=[O:30])=[CH:26][CH:27]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 447696352-(4-(3-(Piperidin-1-yl)propoxy)phenyl)acetic acidHCID 687553622-(Thiazol-4-yl)thiophen-3-amine

Product 1

HCID 468689992-(4-(3-(Piperidin-1-yl)propoxy)phenyl)-N-(2-(thiazol-4-yl)thiophen-3-yl)acetamide

Procedure

The title compound was prepared from 2-(thiazol-4-yl)thiophen-3-amine and 2-(4-(3-(piperidin-1-yl)propoxy)phenyl)acetic acid using protocol X. Method[7], MS(ESI) 442.1 [M+H], Retention time=3.586 min; 1H-NMR (300 MHz, CDCl3) δ 10.8 (s, 1H), 8.54-8.53 (m, 1H), 8.13-8.11 (m, 1H), 7.33-7.30 (m, 2H), 7.25-7.17 (m, 2H), 6.90 (d, J=8.8 Hz, 2H), 4.08 (t, J=4.95 Hz, 2H), 3.74 (m, 3H), 3.28-3.21 (m, 2H), 2.72-2.61 (m, 2H), 2.40-2.20 (m, 6H), 2.05-1.91 (m, 3H).

Sources & evidence

ORD record
ord-365a415dc7da4a6dbfb5ba8aceb29554
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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