Potassium trimethylsilanolate → 1-(6-(3,5-Dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidin-4-yl)azetidine-3-carboxylic acid

HRID 2202825Notes

Reaction equation

HRID 2202825 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([CH3:7])[N:4]([C:8]2[N:13]=[C:12]([CH3:14])[N:11]=[C:10]([N:15]3[CH2:18][CH:17]([C:19]([O:21]C)=[O:20])[CH2:16]3)[CH:9]=2)[N:3]=1.C[Si](C)(C)[O-].[K+]>C1COCC1>[CH3:1][C:2]1[N:6]=[C:5]([CH3:7])[N:4]([C:8]2[N:13]=[C:12]([CH3:14])[N:11]=[C:10]([N:15]3[CH2:18][CH:17]([C:19]([OH:21])=[O:20])[CH2:16]3)[CH:9]=2)[N:3]=1

Participants

4

Reactant 2

HCID 23668039Potassium trimethylsilanolateHCID 89493722Methyl 1-(6-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidin-4-yl)azetidine-3-carboxylate

Product 1

HCID 894937201-(6-(3,5-Dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidin-4-yl)azetidine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 107-1 (429 mg, 1.42 mmol) was dissolved in THF (10 mL) and treated with potassium trimethylsilanolate (273 mg, 2.13 mmol). After stirring for 1 h, the mixture was concentrated in vacuo to provide 107-2 that was used directly in the next step.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customto provide 107-2 that

Sources & evidence

ORD record
ord-0941dbbd019a4d73b1e60fac630b6f6c
Source dataset
uspto-grants-2016_06
Patent number
US09365562B2

Reaction notes

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