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

HRID 2098113Notes

Reaction equation

HRID 2098113 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.[CH3:15][C:16]1[N:17]=[C:18]([C:21]2[S:22][CH:23]=[CH:24][C:25]=2[NH2:26])[S:19][CH:20]=1>>[CH:1]1[C:10]2[C:5](=[C:6]([CH2:11][C:12]([NH:26][C:25]3[CH:24]=[CH:23][S:22][C:21]=3[C:18]3[S:19][CH:20]=[C:16]([CH3:15])[N:17]=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 687543142-(4-Methylthiazol-2-yl)thiophen-3-amine

Product 1

HCID 468689282-(Isoquinolin-5-yl)-N-(2-(4-methylthiazol-2-yl)thiophen-3-yl)acetamide

Procedure

2-(Isoquinolin-5-yl)-N-(2-(4-methylthiazol-2-yl)thiophen-3-yl)acetamide was prepared from 2-(isoquinolin-5-yl)acetic acid (63 mg, 0.341 mmol) and 2-(4-methylthiazol-2-yl)thiophen-3-amine (67 mg, 0.341 mmol) according to protocol A. Retention time (min)=3.130, method [7], MS (ESI) 366.0 (M+H); 1H NMR (300 MHz, CDCl3) δ 11.55 (s, 1H), 9.64 (s, 1H), 8.60 (d, J=6.8 Hz, 1H), 8.39 (d, J=6.6 Hz, 1H), 8.20 (d, J=8.4 Hz, 1H), 8.05-8.08 (m, 2H), 7.88-7.91 (m, 1H), 7.24 (d, J=5.5 Hz, 1H), 6.74 (s, 1H), 4.31 (s, 2H), 2.45 (s, 3H).

Sources & evidence

ORD record
ord-f99a463fae55488ea983467991519ce6
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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