3,4-dichloro-N-[1-(5-cyano-4-hydroxy-1,3-thiazol-2-yl)piperidin-4-yl]-5-methyl-1H-pyrrole-2-carboxamide → Ethyl 2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-4-(methoxymethyl)-1,3-thiazole-5-carboxylate

HRID 2234034Notes

Reaction equation

HRID 2234034 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9](NC1CCN(C2SC(C#N)=C(O)N=2)CC1)=[O:10].Cl.[NH2:27][CH:28]1[CH2:33][CH2:32][N:31]([C:34]2[S:35][C:36]([C:42]([O:44][CH2:45][CH3:46])=[O:43])=[C:37]([CH2:39][O:40][CH3:41])[N:38]=2)[CH2:30][CH2:29]1>>[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:27][CH:28]1[CH2:33][CH2:32][N:31]([C:34]2[S:35][C:36]([C:42]([O:44][CH2:45][CH3:46])=[O:43])=[C:37]([CH2:39][O:40][CH3:41])[N:38]=2)[CH2:30][CH2:29]1)=[O:10]

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 68581274Ethyl 2-(4-aminopiperidin-1-yl)-4-(methoxymethyl)-1,3-thiazole-5-carboxylate hydrochloride2×

Product 1

HCID 68579848Ethyl 2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-4-(methoxymethyl)-1,3-thiazole-5-carboxylate

Procedure

The title compound was prepared from 3,4-dichloro-5-methyl-1H-pyrrole-2-carboxylic acid (Intermediate 3) and ethyl 2-(4-aminopiperidin-1-yl)-4-(methoxymethyl)-1,3-thiazole-5-carboxylate hydrochloride (Intermediate 36) in a manner analogous to Example 29.

Sources & evidence

ORD record
ord-eb654d10f59e417e952d76841c761074
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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