5-Chloro-1H-indole-2-carboxylic acid → HCID 69144190, compound

HRID 914772Notes

Reaction equation

HRID 914772 reaction equation
Cl.[NH2:2][C@@H:3]([C:7]([N:9]1[CH2:14][CH2:13][CH:12]([CH:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[CH2:11][CH2:10]1)=[O:8])[CH:4]([CH3:6])[CH3:5].[Cl:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([C:32](O)=[O:33])=[CH:26]2>>[ClH:22].[Cl:22][C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[NH:28][C:27]([C:32]([NH:2][C@@H:3]([C:7]([N:9]1[CH2:14][CH2:13][CH:12]([CH:15]3[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]3)[CH2:11][CH2:10]1)=[O:8])[CH:4]([CH3:5])[CH3:6])=[O:33])=[CH:26]2

Participants

3

Reactant 2

HCID 826935-Chloro-1H-indole-2-carboxylic acidHCID 69143169HCID 69143169, compound

Product 1

HCID 69144190HCID 69144190, compound

Procedure

Prepared from 1-D-valinyl-4-(1-methylpiperidin-4-yl)-piperidine hydrochloride and 5-chloroindole-2-carboxylic acid using methods substantially equivalent to General Coupling Method 2. Purified and converted to the hydrochloride salt from by preparative reverse phase HPLC (YMC ODSA C18 5μ column, 5-95% CH3CN in H2O with 0.01% HCl) to give the HCl salt.

Workup

  1. customPurified

Sources & evidence

ORD record
ord-71d67b640dde416089914536412eb346
Source dataset
uspto-grants-2007_09
Patent number
US07265121B2

Reaction notes

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