Potassium Carbonate → HCID 86692154, compound

HRID 527935Notes

Reaction equation

HRID 527935 reaction equation
[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:28])[C:16]3[CH:21]=[CH:20][C:19]([C:22]#[C:23][Si](C)(C)C)=[CH:18][N:17]=3)[CH2:11]2)=[N:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+]>CO>[N:1]1[C:6]2[NH:7][CH:8]=[CH:9][C:5]=2[C:4]([N:10]2[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:28])[C:16]3[CH:21]=[CH:20][C:19]([C:22]#[CH:23])=[CH:18][N:17]=3)[CH2:11]2)=[N:3][CH:2]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 68027531HCID 68027531, compound

Product 1

HCID 86692154HCID 86692154, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of (R)—N-(1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)-N-methyl-5-((trimethylsilyl)ethynyl)pyridin-2-amine (26 mg, 0.06 mmol) and K2CO3 (20.0 mg) in MeOH (4.0 mL) was stirred at the ambient temperature for 16 hours. The volatiles were removed and the residue was purified by chromatography on silica gel to give the title compound. MS (m/z): 319 (M+H)+.

Workup

  1. customThe volatiles were removed
  2. customthe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-c43ecfe1f6824599b2c91b6f54537925
Source dataset
uspto-grants-2016_05
Patent number
US09346810B2

Reaction notes

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