Trifluoroacetic acid → HCID 178456194, compound

HRID 629496Notes

Reaction equation

HRID 629496 reaction equation
N([O-])=O.[Na+].[I:5][C:6]1[C:10]([C:11]2[CH:16]=[CH:15][N:14]=[C:13](N)[N:12]=2)=[CH:9][N:8]([CH:18]([CH3:20])[CH3:19])[N:7]=1.FC(F)(F)C(O)=[O:24]>>[I:5][C:6]1[C:10]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([OH:24])[N:12]=2)=[CH:9][N:8]([CH:18]([CH3:20])[CH3:19])[N:7]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 23668193Sodium NitriteHCID 510343374-(3-iodo-1-(1-methylethyl)-1H-pyrazol-4-yl)-2-pyrimidinamine

Product 1

HCID 178456194HCID 178456194, compound

Procedure

Sodium nitrite (314 mg, 4.55 mmol) was added in portions to a stirred mixture of Intermediate 4-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)pyrimidin-2-amine (500 mg, 1.52 mmol) and trifluoroacetic acid (15 ml) at 0° C. The mixture was allowed to warm to rt and was stirred for 1 h, then the solvent was removed under vacuum. The crude mixture was diluted with ethyl acetate and washed with saturated aqueous potassium carbonate solution and brine to provide the title compound as a solid. MS m/z 331.0 (M+1).

Workup

  1. customthe solvent was removed under vacuum
  2. additionThe crude mixture was diluted with ethyl acetate
  3. washwashed with saturated aqueous potassium carbonate solution and brine

Sources & evidence

ORD record
ord-5c8cd995e83d46438d253247e3e76bd2
Source dataset
uspto-grants-2016_04
Patent number
US09314464B2

Reaction notes

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