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

HRID 1675367Notes

Reaction equation

HRID 1675367 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]=[C:34]([CH2:36][NH2:37])[N:33]=[CH:32]1>>[S:31]1[CH:35]=[C:34]([CH2:36][NH:37][C:19](=[O:21])[C:18]2[CH:22]=[CH:23][C:15]([N:13]3[CH2:14][C:9]4[CH2:8][N:7]([C:5](=[O:6])[C:4]5[CH:24]=[CH:25][CH:26]=[CH:27][C:3]=5[C:2]([F:29])([F:28])[F:1])[CH2:11][C:10]=4[CH2:12]3)=[N:16][CH:17]=2)[N:33]=[CH:32]1

Participants

3

Reactant 2

HCID 22467595C-Thiazol-4-yl-methylamine hydrochlorideHCID 584597846-[5-(2-Trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl]nicotinic acid

Product 1

HCID 59360917N-Thiazol-4-ylmethyl-6-[5-(2-trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo-[3,4-c]pyrrol-2-yl]nicotinamideYield 16%

Procedure

6-[5-(2-Trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl]nicotinic acid (140 mg, 0.347 mmol) was reacted with C-thiazol-4-ylmethylamine, hydrochloride analogously to example 3d. Yield: 16%, M+H+: 500.40.

Sources & evidence

ORD record
ord-7d66d72df2dc407882d1ce15860e3e09
Source dataset
uspto-grants-2011_08
Patent number
US08003677B2

Reaction notes

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