4-Bromo-5-methyl-1H-pyrrole-2-carboxylic acid → 4-Bromo-N-[1-(6-chloro-4-{[2-(methylamino)-2-oxoethyl]sulfanyl}-2-pyridinyl)-4-piperidinyl]-5-methyl-1H-pyrrole-2-carboxamide

HRID 2233950Notes

Reaction equation

HRID 2233950 reaction equation
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[C:13]([S:15][CH2:16][C:17]([NH:19][CH3:20])=[O:18])[CH:12]=[C:11]([Cl:21])[N:10]=2)[CH2:5][CH2:4]1.[Br:22][C:23]1[CH:24]=[C:25]([C:29](O)=[O:30])[NH:26][C:27]=1[CH3:28]>>[Br:22][C:23]1[CH:24]=[C:25]([C:29]([NH:2][CH:3]2[CH2:4][CH2:5][N:6]([C:9]3[CH:14]=[C:13]([S:15][CH2:16][C:17]([NH:19][CH3:20])=[O:18])[CH:12]=[C:11]([Cl:21])[N:10]=3)[CH2:7][CH2:8]2)=[O:30])[NH:26][C:27]=1[CH3:28]

Participants

3

Reactant 2

HCID 685182224-Bromo-5-methyl-1H-pyrrole-2-carboxylic acid2×HCID 866083042-{[2-(4-aminopiperidin-1-yl)-6-chloropyridin-4-yl]thio}-N-methylacetamide hydrochloride salt2×

Product 1

HCID 866083034-Bromo-N-[1-(6-chloro-4-{[2-(methylamino)-2-oxoethyl]sulfanyl}-2-pyridinyl)-4-piperidinyl]-5-methyl-1H-pyrrole-2-carboxamide

Procedure

The title compound was prepared by analogous method to Example 18 starting from 2-{[2-(4-aminopiperidin-1-yl)-6-chloropyridin-4-yl]thio}-N-methylacetamide hydrochloride salt (Intermediate 220) and 4-bromo-5-methyl-1H-pyrrole-2-carboxylic acid (Intermediate 18).

Sources & evidence

ORD record
ord-266358524b424c7fb073eeaac57b5ed9
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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