Ammonia → HCID 10749494, compound

HRID 1876049Notes

Reaction equation

HRID 1876049 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH:12]=[CH:11][CH:10]=[N:9]2)[N:5]=[CH:4][N:3]=1.[NH3:13]>C(O)(C)C>[N:8]1([C:6]2[N:5]=[CH:4][N:3]=[C:2]([NH2:13])[CH:7]=2)[CH:12]=[CH:11][CH:10]=[N:9]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 106312394-Chloro-6-(1H-pyrazol-1-yl)pyrimidine

Product 1

HCID 10749494HCID 10749494, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 4-chloro-6-(1H-pyrazol-1-yl)pyrimidine (1.31 g, 7.25 mmol) in 2 M ammonia (20 mL, 40.0 mmol)/isopropanol was heated at 80° C. in a sealed vial for 24 h. The reaction was stored at room temperature for 4 days. The solid precipitate was filtered and dried to give 6-(1H-pyrazol-1-yl)pyrimidin-4-amine (1.15 g, 98% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.53 (1H, dd, J=2.52, 0.50 Hz), 8.30 (1H, d, J=0.76 Hz), 7.82 (1H, d, J=1.01 Hz), 7.19 (2H, br. s.), 6.88 (1H, d, J=1.01 Hz), 6.55 (1H, dd, J=2.64, 1.64 Hz). LCMS: RT=0.52 min, MH+=162.1.

Workup

  1. filtrationThe solid precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-6278ab1b0e894a149b34dec95d299ec0
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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