Sodium Hydroxide → HCID 178505936, compound

HRID 658411Notes

Reaction equation

HRID 658411 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:15]=1[C:16]1[N:17]=[N:18][NH:19][C:20]=1[Si](C)(C)C.[OH-].[Na+]>C1COCC1.CO>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:15]=1[C:16]1[N:17]=[N:18][NH:19][CH:20]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178504168HCID 178504168, compound

Product 1

HCID 178505936HCID 178505936, compoundYield 69%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

N-(2-fluoro-4-iodophenyl)-4-[5-(trimethylsilyl)-1H-1,2,3-triazol-4-yl]pyridin-3-amine (20 mg, 0.044 mmol) was added into a solution of NaOH (3.5 mg, 0.088 mmol) in THF (0.5 mL) for 5 days. The mixture was diluted with MeOH and neutralized to pH7 with acidic resin (Dowex). After filtration and the filtrate was concentrated to give pure product (11.5 mg, 69%). LC/MS [Method A: rt: 0.40 min; m/z: 381 (M+1)].

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1087b27e804b4ebe864845c625b2c679
Source dataset
uspto-grants-2011_12
Patent number
US08076486B2

Reaction notes

Loading…