Methyl 2-aminothiazole-5-carboxylate → HCID 86689198, compound

HRID 589792Notes

Reaction equation

HRID 589792 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:7]([O:9]C)=[O:8])=[CH:5][N:6]=1.[Cl:11][C:12]1[CH:13]=[CH:14][C:15]2[S:19][C:18]([S:20](Cl)(=[O:22])=[O:21])=[C:17]([CH3:24])[C:16]=2[CH:25]=1>>[Cl:11][C:12]1[CH:13]=[CH:14][C:15]2[S:19][C:18]([S:20]([NH:1][C:2]3[S:3][C:4]([C:7]([OH:9])=[O:8])=[CH:5][N:6]=3)(=[O:22])=[O:21])=[C:17]([CH3:24])[C:16]=2[CH:25]=1

Participants

3

Reactant 2

HCID 238005Methyl 2-aminothiazole-5-carboxylateHCID 27357565-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chloride

Product 1

HCID 86689198HCID 86689198, compoundYield 35%

Procedure

The product was prepared from methyl 2-amino-1,3-thiazole-5-carboxylate (7.9 mg, 0.050 mmol) and 5-chloro-3-methyl-benzothiophene-2-sulfonyl chloride (14 mg, 0.050 mmol) according to the General Procedure 10, described in Example 128. The title compound was obtained in 35% yield (6.8 mg). 1H NMR (500 MHz, MeOH-d4) δ ppm 2.65 (s, 3 H) 7.47 (dd, J=8.67, 2.08 Hz, 1 H) 7.80 (s, 1 H) 7.88 (dd, J=8.67, 0.57 Hz, 1 H) 7.90 (dd, J=2.08, 0.57 Hz, 1 H). MS (ESI+) m/z 389 [M+H]+.

Sources & evidence

ORD record
ord-72ef8c5abeb740c5ba4843c2d70bbba7
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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