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2-(AMINOETHYL)-1-N-BOC-PIPERIDINE → 2-{2-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

HRID 14828
Notes
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Reaction equation

HRID 14828 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=O)[CH:5]=[CH:4][N:3]=1.[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]1[CH2:29][CH2:30][NH2:31])=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]1[CH2:29][CH2:30][NH:31][CH2:11][C:10]1[CH:13]=[CH:14][CH:15]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:9]=1)=[O:22])([CH3:19])([CH3:18])[CH3:17]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27564212-(AMINOETHYL)-1-N-BOC-PIPERIDINEHCID 249019653-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

Product 1

HCID 866032762-{2-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Procedure

Intermediate 1 was coupled with 2-(2-Amino-ethyl)-piperidine-1-carboxylic acid tert-butyl ester following procedure B. LC-MS showed the product had the expected M+H+ of 431.

Sources & evidence

ORD record
ord-79d7de8b79fb4f6d9d8194aeb9711dd6
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07732444B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes