HCID 71280635, compound → Ammonia

HRID 2401122Notes

Reaction equation

HRID 2401122 reaction equation
C([O:3][C:4]([C:6]1([CH2:19][CH2:20][NH:21][C:22]2[C:23]([CH3:39])=[N:24][C:25]([N:28]3[CH2:32][CH2:31][C@@H:30]([N:33]4[CH2:37][CH2:36][CH2:35][C@@H:34]4[CH3:38])[CH2:29]3)=[CH:26][CH:27]=2)[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1)=O)C>CO.C(Cl)Cl>[C:15]([O:14][C:12]([N:9]1[CH2:8][CH2:7][C:6]2([C:4](=[O:3])[N:21]([C:22]3[C:23]([CH3:39])=[N:24][C:25]([N:28]4[CH2:32][CH2:31][C@@H:30]([N:33]5[CH2:37][CH2:36][CH2:35][C@@H:34]5[CH3:38])[CH2:29]4)=[CH:26][CH:27]=3)[CH2:20][CH2:19]2)[CH2:11][CH2:10]1)=[O:13])([CH3:16])([CH3:18])[CH3:17].[NH3:9]

Participants

4

Reactant 1

HCID 71280635HCID 71280635, compound

Product 2

HCID 222AmmoniaYield 5%HCID 54590987HCID 54590987, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was synthesized in essentially the same manner using the procedures as set forth in Step 2 of Example 1, by cyclizing 4-{2-[2-methyl-6-((2S,3′R)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-pyridin-3-ylamino]-ethyl}-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (111 mg, 0.20 mmol) to obtain 50 mg (50% yield over two steps) of the title compound after flash column chromatography (5% 7N NH3 in MeOH/CH2Cl2).

Workup

  1. customThe title compound was synthesized in essentially the same manner

Sources & evidence

ORD record
ord-82b4c8a7cc9c45e6a437055aa62d669c
Source dataset
uspto-grants-2014_08
Patent number
US08796278B2

Reaction notes

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