3,4-dichloro-N-[1-(5-cyano-4-hydroxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide → HCID 68579602, compound

HRID 2234038Notes

Reaction equation

HRID 2234038 reaction equation
C(O[C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2[O:19][C:18]([C:20]([O:22][CH3:23])=[O:21])=[N:17][N:16]=2)[CH2:11][CH2:10]1)=[O:7])(C)(C)C.[Cl:24][C:25]1[C:29]([Cl:30])=[C:28](C)[NH:27][C:26]=1[C:32](NC1CCN(C2SC(C#N)=C(O)N=2)CC1)=O>>[Cl:30][C:29]1[C:25]([Cl:24])=[C:26]([CH3:32])[NH:27][C:28]=1[C:6]([NH:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]2[O:19][C:18]([C:20]([O:22][CH3:23])=[O:21])=[N:17][N:16]=2)[CH2:13][CH2:14]1)=[O:7]

Participants

3

Reactant 2

HCID 685798543,4-dichloro-N-[1-(5-cyano-4-hydroxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide2×HCID 68580031HCID 68580031, compound2×

Product 1

HCID 68579602HCID 68579602, compound

Procedure

The title compound was synthesized by an analogous method to Example 42 by coupling methyl 5-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1,3,4-oxadiazole-2-carboxylate (Intermediate 160) with 3,4-dichloro-5-methyl-1H-pyrrole-2-carboxylic acid (Intermediate 3). De-BOC and coupling should be separate steps.

Workup

  1. customDe-BOC and coupling should be separate steps

Sources & evidence

ORD record
ord-2686b8a905c64384b663c0c035e8fc0d
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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