Trifluoroacetic acid → HCID 178456194, compound

HRID 1889238Notes

Reaction equation

HRID 1889238 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-5a9b30df45b94cc5bd9f88f94ecb2a02
Source dataset
uspto-grants-2013_08
Patent number
US08501758B2

Reaction notes

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