Potassium Carbonate → 3-(1-Benzyl-1h-1,2,3-Triazol-4-Yl)-1h-Pyrrolo[2,3-B]pyridine

HRID 45576Notes

Reaction equation

HRID 45576 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([N:14]1[CH:18]=[C:17]([C:19]2[C:27]3[C:22](=[N:23][CH:24]=[CH:25][CH:26]=3)[N:21](C(OC(C)(C)C)=O)[CH:20]=2)[N:16]=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CO>[CH2:7]([N:14]1[CH:18]=[C:17]([C:19]2[C:27]3[C:22](=[N:23][CH:24]=[CH:25][CH:26]=3)[NH:21][CH:20]=2)[N:16]=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 53496547tert-butyl 3-(1-benzyl-1H-1,2,3-triazol-4-yl)pyrrolo[2,3-b]pyridine-1-carboxylate

Product 1

HCID 497842173-(1-Benzyl-1h-1,2,3-Triazol-4-Yl)-1h-Pyrrolo[2,3-B]pyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.2 179 mg (1.28 mmol) of potassium carbonate are added to a solution of 192 mg (0.51 mmol) of tert-butyl 3-(1-benzyl-1H-1,2,3-triazol-4-yl)pyrrolo-[2,3-b]pyridine-1-carboxylate in 2.6 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-benzyl-1H-1,2,3-triazol-4-yl)-1H-pyrrolo[2,3-b]pyridine as colourless crystals; ESI 276;

Workup

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

Sources & evidence

ORD record
ord-c1cc1bceb1fa495da4cdd5ea049b258d
Source dataset
uspto-grants-2013_09
Patent number
US08541584B2

Reaction notes

Loading…