Potassium Carbonate → HCID 57520337, compound

HRID 1524340Notes

Reaction equation

HRID 1524340 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([N:14]1[CH:18]=[C:17]([C:19]2[C:27]3[C:26]([O:28][CH2:29][CH2:30][O:31][CH3:32])=[N:25][CH:24]=[N:23][C:22]=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:26]([O:28][CH2:29][CH2:30][O:31][CH3:32])=[N:25][CH:24]=[N:23][C:22]=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 86700657HCID 86700657, compound

Product 1

HCID 57520337HCID 57520337, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.5 195 mg (1.40 mmol) of potassium carbonate are added to a solution of 197 mg (0.56 mmol) of tert-butyl 5-(1-benzyl-1H-1,2,3-triazol-4-yl)-4-(2-methoxy-ethoxy)pyrrolo[2,3-d]pyrimidine-7-carboxylate in 2.8 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 as eluent: 5-(1-benzyl-1H-1,2,3-triazol-4-yl)-4-(2-methoxyethoxy)-7H-pyrrolo[2,3-d]pyrimidine (“A1”) as colourless crystals; m.p. 240° C.;

Workup

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

Sources & evidence

ORD record
ord-10d5728d1ec9443ab64b95ff2edd99be
Source dataset
uspto-grants-2015_07
Patent number
US09079910B2

Reaction notes

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