N-[6-(4-aminopiperidin-1-yl)-2-(methylthio)pyrimidin-4-yl]acetamide hydrochloride → N-{1-[6-(Acetylamino)-2-(methylsulfanyl)-4-pyrimidinyl]-4-piperidinyl}-3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamide

HRID 2233962Notes

Reaction equation

HRID 2233962 reaction equation
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[N:14]=[C:13]([S:15][CH3:16])[N:12]=[C:11]([NH:17][C:18](=[O:20])[CH3:19])[CH:10]=2)[CH2:5][CH2:4]1.[Cl:21][C:22]1[C:26]([Cl:27])=[C:25]([CH3:28])[NH:24][C:23]=1[C:29](NC1CCN(C2C=C(C3N=CON=3)C=C(Cl)N=2)CC1)=[O:30]>>[C:18]([NH:17][C:11]1[N:12]=[C:13]([S:15][CH3:16])[N:14]=[C:9]([N:6]2[CH2:5][CH2:4][CH:3]([NH:2][C:29]([C:23]3[NH:24][C:25]([CH3:28])=[C:26]([Cl:27])[C:22]=3[Cl:21])=[O:30])[CH2:8][CH2:7]2)[CH:10]=1)(=[O:20])[CH3:19]

Participants

3

Reactant 2

HCID 68582443N-[6-(4-aminopiperidin-1-yl)-2-(methylthio)pyrimidin-4-yl]acetamide hydrochloride2×HCID 866083163,4-Dichloro-N-{1-[6-chloro-4-(1,2,4-oxadiazol-3-yl)-2-pyridinyl]-4-piperidinyl}-5-methyl-1H-pyrrole-2-carboxamide2×

Product 1

HCID 68580101N-{1-[6-(Acetylamino)-2-(methylsulfanyl)-4-pyrimidinyl]-4-piperidinyl}-3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamide

Procedure

The title compound was synthesised by an analogous method to Example 118 starting from N-[6-(4-aminopiperidin-1-yl)-2-(methylthio)pyrimidin-4-yl]acetamide hydrochloride (Intermediate 69) and 3,4-dichloro-5-methyl-1H-pyrrole-2-carboxylic acid (Intermediate 3).

Sources & evidence

ORD record
ord-887a8748e7054afb9c3d985fa6012819
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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