Dichloromethane → Ammonia

HRID 916075Notes

Reaction equation

HRID 916075 reaction equation
[CH3:1][O:2][C:3](=[O:35])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][C@H:13]([NH:15][CH2:16][C@@H:17]([C:19]2[CH:24]=[CH:23][C:22]([O:25]CC3C=CC=CC=3)=[C:21]([CH2:33][OH:34])[CH:20]=2)[OH:18])[CH3:14])[CH:7]=1.ClCCl>CO>[NH3:15].[CH3:1][O:2][C:3](=[O:35])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][C@H:13]([NH:15][CH2:16][C@H:17]([OH:18])[C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[C:21]([CH2:33][OH:34])[CH:20]=2)[CH3:14])[CH:7]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 58959766HCID 58959766, compound

Product 2

HCID 222AmmoniaHCID 58959789HCID 58959789, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared according to the procedure used for preparation 37 using methyl-3-{3-[(2R)-2-({(2R)-2-[4-(benzyloxy)-3-(hydroxymethyl)phenyl]-2-hydroxyethyl}amino)propyl]phenyl}propanoate (Preparation 58), substituting dichloromethane:methanol: 880 ammonia (95:5:0.5 changing to 90:10:1 by volume) as column eluent to give the title compound as a colourless oil.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-492f2fba43d2488f805ea5350613e7f3
Source dataset
uspto-grants-2007_09
Patent number
US07268147B2

Reaction notes

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