2-Bromo-1,3-thiazole-5-carbonitrile → 4-bromo-N-[1-(5-cyano-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide

HRID 2233969Notes

Reaction equation

HRID 2233969 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[C:5]([C:9]([NH:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:10])[NH:6][C:7]=1[CH3:8].Br[C:19]1[S:20][C:21]([C:24]#[N:25])=[CH:22][N:23]=1>>[Br:2][C:3]1[CH:4]=[C:5]([C:9]([NH:11][CH:12]2[CH2:13][CH2:14][N:15]([C:19]3[S:20][C:21]([C:24]#[N:25])=[CH:22][N:23]=3)[CH2:16][CH2:17]2)=[O:10])[NH:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 178609522-Bromo-1,3-thiazole-5-carbonitrileHCID 68579819HCID 68579819, compound2×

Product 1

HCID 685826634-bromo-N-[1-(5-cyano-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide

Procedure

Title compound was synthesized by an analogous method to Example 123 by coupling 4-bromo-5-methyl-N-piperidin-4-yl-1H-pyrrole-2-carboxamide hydrochloride (Intermediate 57) with 2-bromo-1,3-thiazole-5-carbonitrile (Tetrahedron Lett. 1977, 21, 1813).

Sources & evidence

ORD record
ord-c41f8cfb2f134349a8b778b68e43a31d
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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