4-Chloro-2-methylthiopyrimidine → 4-Methylbenzyl 4-({[2-(methylsulfanyl)-4-pyrimidinyl]amino}methyl)-1-piperidinecarboxylate

HRID 1827118Notes

Reaction equation

HRID 1827118 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1.[NH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=2)=[O:19])[CH2:14][CH2:13]1>>[CH3:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][O:20][C:18]([N:15]2[CH2:16][CH2:17][CH:12]([CH2:11][NH:10][C:2]3[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=3)[CH2:13][CH2:14]2)=[O:19])=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 971134-Chloro-2-methylthiopyrimidineHCID 161094174-Methylbenzyl 4-(aminomethyl)1-piperidinecarboxylate

Product 1

HCID 101347674-Methylbenzyl 4-({[2-(methylsulfanyl)-4-pyrimidinyl]amino}methyl)-1-piperidinecarboxylate

Procedure

The 4-[(2-methylsulfanyl-pyrimidin-4-ylamino)-methyl]-piperidine-1-carboxylic acid 4-methyl-benzyl ester was prepared as described in EXAMPLE 13, Step 2, but replacing 6-chloropurine with 4-chloro-2-methylthiopyrimidine and replacing benzyl 4-(aminomethyl)-1-piperidinecarboxylate with 4-methylbenzyl 4-(aminomethyl)-1-piperidinecarboxylate. M.S. (M+1): 387

Sources & evidence

ORD record
ord-189c67d97a4641ecbae61d025b9b211a
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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