(3S)-pyrrolidin-3-ol → N-[6-Chloro-2-[(3S)-3-hydroxy-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide

HRID 2217824Notes

Reaction equation

HRID 2217824 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:22])[C:8]=2[NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:3]=1.[NH:23]1[CH2:27][CH2:26][C@H:25]([OH:28])[CH2:24]1>>[Cl:22][C:7]1[C:8]([NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:23]1[CH2:27][CH2:26][C@H:25]([OH:28])[CH2:24]1)[CH:11]=[CH:10]2

Participants

3

Reactant 2

HCID 2733874(3S)-pyrrolidin-3-olHCID 86012996N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide

Product 1

HCID 59768617N-[6-Chloro-2-[(3S)-3-hydroxy-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamideYield 78.3%

Procedure

Prepared according to the method of example 27, using N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1(a)) (0.533 g) and (3S)-3-pyrrolidinol (0.365 g) to afford the title compound (0.48 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fbffe5f0aba54d0e9eb04aa4b16ca925
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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