Ammonia → HCID 86713178, compound

HRID 1500292Notes

Reaction equation

HRID 1500292 reaction equation
C([O:5][C:6](=O)[C:7]([C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][N:11]=1)([F:9])[F:8])(C)(C)C.[NH3:18]>CO>[Br:16][C:13]1[CH:14]=[CH:15][C:10]([C:7]([F:9])([F:8])[C:6]([NH2:18])=[O:5])=[N:11][CH:12]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86713179HCID 86713179, compound

Product 1

HCID 86713178HCID 86713178, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl-2-(5-bromopyridin-2-yl)-2,2-difluoroacetate (300 mg, 0.974 mmol) is dissolved in 7M ammonia in methanol (5 mL) and the mixture is stirred at ambient temperature for 3 days. The mixture is evaporated to dryness to give the title (240 mg). 1H-NMR (400 MHz, DMSO-d6) 7.70 (d, 1H), 8.05 (bs, 1H), 8.3 (d, 1H), 8.40 (bs, 1H), 8.85 (s, 1H). m/z (Cl) 251+253 (M+H).

Workup

  1. customThe mixture is evaporated to dryness
  2. customto give the title (240 mg)

Sources & evidence

ORD record
ord-576b801008fd4776afbaa364a1ab2acd
Source dataset
uspto-grants-2015_12
Patent number
US09206126B2

Reaction notes

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