N-Methylpiperazine-2-carboxamide → 4(3-Chloro-5-hydroxymethyl-pyridin-2-yl)-piperazine-2-carboxylic acid methylamide

HRID 912950Notes

Reaction equation

HRID 912950 reaction equation
[CH3:1][NH:2][C:3]([CH:5]1[CH2:10][NH:9][CH2:8][CH2:7][NH:6]1)=[O:4].[Cl:11][C:12]1[CH:13]=[C:14]([CH2:19][OH:20])[CH:15]=[N:16][C:17]=1Cl>>[CH3:1][NH:2][C:3]([CH:5]1[CH2:10][N:9]([C:17]2[C:12]([Cl:11])=[CH:13][C:14]([CH2:19][OH:20])=[CH:15][N:16]=2)[CH2:8][CH2:7][NH:6]1)=[O:4]

Participants

3

Reactant 2

HCID 14722545N-Methylpiperazine-2-carboxamideHCID 21882961(5,6-Dichloropyridin-3-yl)methanol

Product 1

HCID 674004794(3-Chloro-5-hydroxymethyl-pyridin-2-yl)-piperazine-2-carboxylic acid methylamide

Procedure

piperazine-2-carboxylic acid methylamide from step (c) above (570 mg, 4.0 mmol) and (5,6-dichloro-pyridin-3-yl)-methanol (710 mg, 4.0 mmol, TCI-US) reacted under the conditions of Example 3a to give the title compound as a light-yellow gum. MS ESI, pos. ion) m/e: 285 (M+1).

Sources & evidence

ORD record
ord-3f240dc5d0a6483186e1f7101cdfeb0d
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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