Triethylamine → 2,2,3,3-Tetramethylcyclopropanecarboxylic acid (5,6-dihydro-4H-cyclopentathiazol-2-yl)-amide

HRID 78425

Reaction equation

HRID 78425 reaction equation
[S:1]1[C:5]2[CH2:6][CH2:7][CH2:8][C:4]=2[N:3]=[C:2]1[NH2:9].[CH3:10][C:11]1([CH3:19])[C:13]([CH3:15])([CH3:14])[CH:12]1[C:16](O)=[O:17].C(N(CC)CC)C>CN(C)C1C=CN=CC=1.C1COCC1>[S:1]1[C:5]2[CH2:6][CH2:7][CH2:8][C:4]=2[N:3]=[C:2]1[NH:9][C:16]([CH:12]1[C:13]([CH3:15])([CH3:14])[C:11]1([CH3:19])[CH3:10])=[O:17]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 1521152,2,3,3-Tetramethylcyclopropanecarboxylic acidHCID 3322553,4,5,6-Tetrahydro-2H-cyclopenta(d)(1,3)thiazol-2-imine

Product 1

HCID 866189072,2,3,3-Tetramethylcyclopropanecarboxylic acid (5,6-dihydro-4H-cyclopentathiazol-2-yl)-amide

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5,6-dihydro-4H-cyclopentathiazole-2-ylamine (177 mg, 1.26 mmol), 2,2,3,3-tetramethylcyclopropanecarboxylic acid (244 mg, 1.52 mmol), 4-dimethylaminopyridine (50.0 mg, 0.41 mmol) and triethylamine (351 μL, 2.52 mmol) in 20 mL of THF was processed according to the method of Example 118A to provide the title compound: MS (DCI/NH3) m/z 265 (M+H)+.

Sources & evidence

ORD record
ord-f79d88940a2c47d181ea51aca7ee9166
Source dataset
uspto-grants-2014_09
Patent number
US08841334B2

Linked notes

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