Potassium Carbonate → HCID 49784218, compound

HRID 45578Notes

Reaction equation

HRID 45578 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:35]=[CH:34][C:11]([CH2:12][N:13]2[CH:17]=[C:16]([C:18]3[C:26]4[C:21](=[N:22][CH:23]=[CH:24][CH:25]=4)[N:20](C(OC(C)(C)C)=O)[CH:19]=3)[N:15]=[N:14]2)=[CH:10][CH:9]=1>CO>[Cl:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:12][N:13]2[CH:17]=[C:16]([C:18]3[C:26]4[C:21](=[N:22][CH:23]=[CH:24][CH:25]=4)[NH:20][CH:19]=3)[N:15]=[N:14]2)=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 53496815HCID 53496815, compound

Product 1

HCID 49784218HCID 49784218, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.2 295 mg (2.13 mmol) of potassium carbonate are added to a solution of 347 mg (0.85 mmol) of tert-butyl 3-[1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl]-pyrrolo[2,3-b]pyridine-1-carboxylate in 4.2 ml of methanol, and the mixture is stirred at room temperature for 1 hour. The reaction mixture is adsorbed onto kieselguhr and chromatographed on a silica-gel column with dichloromethane/methanol/ammonia water, giving 3-[1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl]-1H-pyrrolo[2,3-b]pyridine as colourless crystals; ESI 310;

Workup

  1. customchromatographed on a silica-gel column with dichloromethane/methanol/ammonia water

Sources & evidence

ORD record
ord-88fd28a1216743168eb6c950f2253479
Source dataset
uspto-grants-2013_09
Patent number
US08541584B2

Reaction notes

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