tert-Butyl 4-formylpiperidine-1-carboxylate → 1-Boc-4-[(2-Ethoxycarbonyl-1H-pyrrol-3-ylamino)methyl]piperidine

HRID 536086Notes

Reaction equation

HRID 536086 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][CH:8]=[CH:9][C:10]=1[NH2:11])=[O:5])[CH3:2].[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][CH:22]([CH:25]=O)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>>[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][CH:22]([CH2:25][NH:11][C:10]2[CH:9]=[CH:8][NH:7][C:6]=2[C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 1514430tert-Butyl 4-formylpiperidine-1-carboxylateHCID 2773439Ethyl 3-amino-1H-pyrrole-2-carboxylate

Product 1

HCID 670684721-Boc-4-[(2-Ethoxycarbonyl-1H-pyrrol-3-ylamino)methyl]piperidineYield 10%

Procedure

The title compound (0.156 g, 10%) was prepared in accordance with general method A starting from 3-amino-1H-pyrrole-2-carboxylic acid ethyl ester (0.68 g, 4.4 mmol) and 4-formylpiperidine-1-carboxylic acid tert-butyl ester (P. C. Ting et al., Bioorganic & Medicinal Chemistry Letters, 2001, 11, 491-494) (0.98 g, 4.6 mmol.

Sources & evidence

ORD record
ord-497ee395dcef4a3a9eb985729d2a4e4d
Source dataset
uspto-grants-2014_10
Patent number
US08859568B2

Reaction notes

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