2-(Isoquinolin-5-YL)acetic acid → 2-(Isoquinolin-5-yl)-N-(2-(thiazol-4-yl)thiophen-3-yl)acetamide

HRID 1519902Notes

Reaction equation

HRID 1519902 reaction equation
[CH:1]1[C:10]2[C:5](=[C:6]([CH2:11][C:12]([OH:14])=O)[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[S:15]1[CH:19]=[C:18]([C:20]2[S:21][CH:22]=[CH:23][C:24]=2[NH2:25])[N:17]=[CH:16]1>>[CH:1]1[C:10]2[C:5](=[C:6]([CH2:11][C:12]([NH:25][C:24]3[CH:23]=[CH:22][S:21][C:20]=3[C:18]3[N:17]=[CH:16][S:15][CH:19]=3)=[O:14])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

3

Reactant 2

HCID 120187082-(Isoquinolin-5-YL)acetic acidHCID 687553622-(Thiazol-4-yl)thiophen-3-amine

Product 1

HCID 468689302-(Isoquinolin-5-yl)-N-(2-(thiazol-4-yl)thiophen-3-yl)acetamide

Procedure

2-(Isoquinolin-5-yl)-N-(2-(thiazol-4-yl)thiophen-3-yl)acetamide was prepared from 2-(isoquinolin-5-yl)acetic acid (120 mg, 0.641 mmol) and 2-(thiazol-4-yl)thiophen-3-amine (117 mg, 0.641 mmol) according to protocol A. Retention time (min)=2.147, method [7], MS(ESI) 352.0 (M+H); 1H NMR (300 MHz, CDCl3) δ 10.99 (s, 1H), 9.63 (s, 1H), 8.59 (d, J=5.9 Hz, 1H), 8.43 (d, J=1.6 Hz, 1H), 8.23-8.42 (m, 2H), 8.04-8.08 (m, 2H), 7.90 (dd, J=8.1, 7.2 Hz, 1H), 7.18-7.23 (m, 2H), 4.31 (s, 2H).

Sources & evidence

ORD record
ord-118abaf1a40d40fd90711c0d13fdae60
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

Loading…