Ammonia → HCID 58154519, compound

HRID 2359441Notes

Reaction equation

HRID 2359441 reaction equation
Cl[C:2]1[C:3]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([O:18][C:19]([F:22])([F:21])[F:20])[CH:13]=3)[CH:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH3:23]>CC(O)C>[F:20][C:19]([F:22])([F:21])[O:18][C:14]1[CH:13]=[C:12]([C:10]2[CH:9]=[CH:8][C:4]3[N:5]=[CH:6][N:7]=[C:2]([NH2:23])[C:3]=3[N:11]=2)[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 58154605HCID 58154605, compound

Product 1

HCID 58154519HCID 58154519, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
35 °C

Procedure

The brown solid 4-chloro-6-(3-(trifluoromethoxy)phenyl)pyrido[3,2-d]pyrimidine obtained from step 2 was added to a solution of NH3 in propan-2-ol (50 mL, 12%), and stirred at 35° C. overnight. The reaction was concentrated under reduce pressure and the residue was purified by silica gel column chromatography (66% Ethyl acetate in Pentane) to afford 6-(3-(trifluoromethoxy)phenyl)pyrido[3,2-d]pyrimidin-4-amine (0.2 g, 17% yield) as a brown solid.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe residue was purified by silica gel column chromatography (66% Ethyl acetate in Pentane)

Sources & evidence

ORD record
ord-76e1cadf0a9b4852a189ea7f24a685e5
Source dataset
uspto-grants-2014_04
Patent number
US08685970B2

Reaction notes

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