(1,3-Thiazol-2-yl)methanamine hydrochloride → N-Thiazol-2-ylmethyl-6-[5-(2-trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo-[3,4-c]pyrrol-2-yl]nicotinamide

HRID 1675359Notes

Reaction equation

HRID 1675359 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:27]=[CH:26][CH:25]=[CH:24][C:4]=1[C:5]([N:7]1[CH2:11][C:10]2[CH2:12][N:13]([C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=3)[CH2:14][C:9]=2[CH2:8]1)=[O:6].Cl.[S:31]1[CH:35]=[CH:34][N:33]=[C:32]1[CH2:36][NH2:37]>>[S:31]1[CH:35]=[CH:34][N:33]=[C:32]1[CH2:36][NH:37][C:19](=[O:21])[C:18]1[CH:22]=[CH:23][C:15]([N:13]2[CH2:14][C:9]3[CH2:8][N:7]([C:5](=[O:6])[C:4]4[CH:24]=[CH:25][CH:26]=[CH:27][C:3]=4[C:2]([F:29])([F:1])[F:28])[CH2:11][C:10]=3[CH2:12]2)=[N:16][CH:17]=1

Participants

3

Reactant 2

HCID 42614216(1,3-Thiazol-2-yl)methanamine hydrochlorideHCID 584597846-[5-(2-Trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl]nicotinic acid

Product 1

HCID 25105831N-Thiazol-2-ylmethyl-6-[5-(2-trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo-[3,4-c]pyrrol-2-yl]nicotinamideYield 28%

Procedure

6-[5-(2-Trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl]nicotinic acid (54 mg, 0.134 mmol) was reacted with C-thiazol-2-ylmethylamine, hydrochloride analogously to example 3d. Yield: 28%, M+H+: 500.22.

Sources & evidence

ORD record
ord-e9fa320f066b4fe08c261f424a13af74
Source dataset
uspto-grants-2011_08
Patent number
US08003677B2

Reaction notes

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