tert-Butyl piperazine-1-carboxylate → Tert-butyl 4-(3-chloro-5-(methoxy(methyl)carbamoyl)pyridin-2-yl)piperazine-1-carboxylate

HRID 912876Notes

Reaction equation

HRID 912876 reaction equation
[Cl:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:13]=1)[C:7]([N:9]([O:11][CH3:12])[CH3:10])=[O:8].[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:3]2[C:2]([Cl:1])=[CH:13][C:6]([C:7](=[O:8])[N:9]([O:11][CH3:12])[CH3:10])=[CH:5][N:4]=2)[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 115069195,6-dichloro-N-methoxy-N-methylpyridine-3-carboxamide

Product 1

HCID 11646699Tert-butyl 4-(3-chloro-5-(methoxy(methyl)carbamoyl)pyridin-2-yl)piperazine-1-carboxylate

Procedure

5,6-Dichloro-N-methoxy-N-methyl-nicotinamide from step (a) above (3.2 g, 1.36 mmol) reacted with piperazine-1-carboxylic acid tert-butyl ester (2.53 g, 1.36 mmol, Aldrich) under the conditions of Example 3a to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 385 (M+1).

Sources & evidence

ORD record
ord-43f1922583bf40dc8985795bc8d41562
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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