Triethylamine → HCID 46190188, compound

HRID 2360530Notes

Reaction equation

HRID 2360530 reaction equation
Cl.Cl.Cl.[NH2:4][C:5]1[C:6]([O:43][CH3:44])=[C:7]([NH:15][C:16]([C:18]2[N:19]([CH3:42])[C:20]3[C:25]([CH:26]=2)=[CH:24][CH:23]=[CH:22][C:21]=3[CH2:27][N:28]2[CH2:33][CH2:32][N:31]([C:34]([CH:36]3[CH2:40][CH2:39][CH2:38][N:37]3[CH3:41])=[O:35])[CH2:30][CH2:29]2)=[O:17])[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1.C(N(CC)CC)C.[C:52](Cl)(=[O:55])[CH2:53][CH3:54]>ClCCl>[C:11]([C:9]1[CH:10]=[C:5]([NH:4][C:52](=[O:55])[CH2:53][CH3:54])[C:6]([O:43][CH3:44])=[C:7]([NH:15][C:16]([C:18]2[N:19]([CH3:42])[C:20]3[C:25]([CH:26]=2)=[CH:24][CH:23]=[CH:22][C:21]=3[CH2:27][N:28]2[CH2:29][CH2:30][N:31]([C:34]([C@@H:36]3[CH2:40][CH2:39][CH2:38][N:37]3[CH3:41])=[O:35])[CH2:32][CH2:33]2)=[O:17])[CH:8]=1)([CH3:12])([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 66986130HCID 66986130, compound

Product 1

HCID 46190188HCID 46190188, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

150 mg of 1-methyl-7-[4-(1-methyl-pyrrolidine-2-carbonyl)-piperazin-1-ylmethyl]-1H-indole-2-carboxylic acid-(3-amino-5-tert-butyl-2-methoxy-phenyl)-amide trihydrochloride are dissolved in 2 ml of dichloromethane and combined successively with 160 μl triethylamine as well as 25 μl propionyl chloride. The mixture is stirred for 2 hours at ambient temperature, the solvents are eliminated in vacuo and the residue is purified by preparative HPLC (method 3).

Workup

  1. customthe residue is purified by preparative HPLC (method 3)

Sources & evidence

ORD record
ord-d779ac6971b846c8b5aec18f1f1a280a
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

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