1,2-Dichloroethane → HCID 68877651, compound

HRID 490795Notes

Reaction equation

HRID 490795 reaction equation
C[C:2]([CH3:21])([CH3:20])[C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[N:7]([CH2:16][C:17]([OH:19])=O)[N:6]=1)=[O:4].[CH:22]1C=CC2N(O)N=NC=2C=1.[CH2:32]([NH:35][CH2:36][CH:37]1[CH2:39][CH2:38]1)[CH2:33][CH3:34].CCN(C(C)C)C(C)C.[CH2:49](Cl)[CH2:50]Cl>CN(C=O)C>[CH:37]1([CH2:36][N:35]([CH2:32][CH2:33][CH3:34])[C:17](=[O:19])[CH2:16][N:7]2[C:8]3[C:13](=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=3)[C:5]([C:3](=[O:4])[C:2]([CH2:49][CH3:50])([CH2:20][CH3:22])[CH3:21])=[N:6]2)[CH2:39][CH2:38]1

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 117787Cyclopropanemethanamine, N-propyl-HCID 57675531[3-(2,2-Dimethylpropanoyl)-6-methoxy-1H-indazol-1-yl]acetic acid

Product 1

HCID 68877651HCID 68877651, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 28.3 mg [3-(2,2-dimethylpropanoyl)-6-methoxy-1H-indazol-1-yl]acetic acid in 1 mL DMF was added 23.0 mg HOBt, 17.0 mg N-propylcyclopropanemethylamine, 38.3 mg EDC, and 45.2 mg DIEA in that order. The mixture was stirred at room temperature over night and purified by RP-HPLC using 60-100% MeCN gradient. The pure product fractions were pooled and lyophilized to give the title compound as white solid. LC-MS: 4.07 min. (m/Z=386.3, 408.3).

Workup

  1. custompurified by RP-HPLC using 60-100% MeCN gradient

Sources & evidence

ORD record
ord-cbf886b42ffc4da094158dfa9066aa01
Source dataset
uspto-grants-2009_05
Patent number
US07528163B2

Reaction notes

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