4-(1-Benzothiophen-2-yl)-2-chloropyrimidine → (2R,4R)-4-(4-Benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-piperidine-2-carboxylic acid methyl ester

HRID 1434980Notes

Reaction equation

HRID 1434980 reaction equation
[S:1]1[C:5]([C:6]2[CH:11]=[CH:10][N:9]=[C:8](Cl)[N:7]=2)=[CH:4][C:3]2[CH:13]=[CH:14][CH:15]=[CH:16][C:2]1=2.[CH3:17][O:18][C:19]([C@H:21]1[CH2:26][C@H:25]([NH2:27])[CH2:24][CH2:23][N:22]1C(OC(C)(C)C)=O)=[O:20]>>[CH3:17][O:18][C:19]([C@H:21]1[CH2:26][C@H:25]([NH:27][C:8]2[N:7]=[C:6]([C:5]3[S:1][C:2]4[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=4[CH:4]=3)[CH:11]=[CH:10][N:9]=2)[CH2:24][CH2:23][NH:22]1)=[O:20]

Participants

3

Reactant 2

HCID 147450254-(1-Benzothiophen-2-yl)-2-chloropyrimidineHCID 54209755(2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate

Product 1

HCID 57936323(2R,4R)-4-(4-Benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-piperidine-2-carboxylic acid methyl ester

Procedure

The title compound was prepared from 4-benzo[b]thiophen-2-yl-2-chloro-pyrimidine and (2R,4R)-4-amino-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester according to Step C of Method A. Yield 45 mg (45%).

Sources & evidence

ORD record
ord-49ba57c6d7704b459bcd3a2ac456c073
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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