Ethyl Acetate → HCID 21906360, compound

HRID 1883063Notes

Reaction equation

HRID 1883063 reaction equation
[NH2:1][C:2]1[CH:17]=[C:16]([C:18]([O:20][CH3:21])=[O:19])[CH:15]=[CH:14][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][N:8]=1)=[O:5].[C:22]([O:26][C:27]([N:29]1[CH2:34][CH2:33][CH:32]([CH2:35][CH:36]=O)[CH2:31][CH2:30]1)=[O:28])([CH3:25])([CH3:24])[CH3:23].CCOC(C)=O>C(Cl)Cl>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([NH:6][C:4](=[O:5])[C:3]2[CH:14]=[CH:15][C:16]([C:18]([O:20][CH3:21])=[O:19])=[CH:17][C:2]=2[NH:1][CH:35]([CH:32]2[CH2:31][CH2:30][N:29]([C:27]([O:26][C:22]([CH3:23])([CH3:25])[CH3:24])=[O:28])[CH2:34][CH2:33]2)[CH3:36])=[N:8][CH:9]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 10353694tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylateHCID 219063182-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamide

Product 1

HCID 21906360HCID 21906360, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using a similar procedure to that described in Example 47-C, 2-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamide (2.7 g, 8.8 mmol) and 1-(tert-butoxycarbonyl)-piperidine-4-acetaldehyde (3.0 g, 13 mmol) afforded, after trituration with EtOAc:methylene chloride, 2.8 g (61%) of the title compound.

Workup

  1. customafforded

Sources & evidence

ORD record
ord-153fe909c43d42f996a6f51987faaeea
Source dataset
uspto-grants-2004_07
Patent number
US06759414B2

Reaction notes

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