3-(1,3-Benzothiazol-2-yl)-4-methylthiophen-2-amine → HCID 68786952, compound

HRID 2098128Notes

Reaction equation

HRID 2098128 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[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[C:16]1[C:24]1[C:28]([CH3:29])=[CH:27][S:26][C:25]=1[NH2:30]>C(N(CC)CC)C>[S:15]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=[C:16]1[C:24]1[C:28]([CH3:29])=[CH:27][S:26][C:25]=1[NH:30][C:12](=[O:14])[CH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[CH:4]=[CH:3][N:2]=[CH:1]2

Participants

4

Reactant 2

HCID 27353763-(1,3-Benzothiazol-2-yl)-4-methylthiophen-2-amineHCID 120187082-(Isoquinolin-5-YL)acetic acid

Product 1

HCID 68786952HCID 68786952, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound was prepared from 2-(isoquinolin-5-yl)acetic acid and 3-(benzo[d]thiazol-2-yl)-4-methylthiophen-2-amine using Protocol B except that triethylamine was also added. MS (ESI) 416.0 [M+H], Retention time=2.86 min; 1H-NMR (300 MHz, CDCl3) δ 9.40 (s, 1H), 8.57 (d, J=6.04 Hz, 1H), 8.10-8.07 (m, 2H), 8.0 (d, J=6.6 Hz, 1H), 7.90-7.88 (m, 1H), 7.83-7.77 (m, 1H), 7.71-7.68 (m, 1H), 7.55-7.51 (m, 1H), 7.42-7.37 (m, 1H), 6.56 (s, 1H), 4.39 (s, 2H), 2.56 (s, 3H).

Workup

  1. additionwas also added

Sources & evidence

ORD record
ord-773b4bd6be9f40a9b271b9e05bba176d
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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