Hydrochloric Acid → N-{4-[(3-Amino-1,2-benzisoxazol-4-yl)oxy]-3-fluorophenyl}-N-(2-amino-6-chloro-4-pyrimidinyl)amine

HRID 16434

Reaction equation

HRID 16434 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]2[C:12]3[C:13]([NH2:16])=[N:14][O:15][C:11]=3[CH:10]=[CH:9][CH:8]=2)=[C:4]([F:19])[CH:3]=1.[NH2:20][C:21]1[N:26]=[C:25](Cl)[CH:24]=[C:23]([Cl:28])[N:22]=1.Cl>O>[NH2:16][C:13]1[C:12]2[C:7]([O:6][C:5]3[CH:17]=[CH:18][C:2]([NH:1][C:25]4[CH:24]=[C:23]([Cl:28])[N:22]=[C:21]([NH2:20])[N:26]=4)=[CH:3][C:4]=3[F:19])=[CH:8][CH:9]=[CH:10][C:11]=2[O:15][N:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 655222-Amino-4,6-dichloropyrimidineHCID 179792974-(4-Amino-2-fluorophenoxy)-1,2-benzisoxazole-3-amine

Product 1

HCID 17979320N-{4-[(3-Amino-1,2-benzisoxazol-4-yl)oxy]-3-fluorophenyl}-N-(2-amino-6-chloro-4-pyrimidinyl)amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100 mg (0.39 mmol) of 4-(4-amino-2-fluorophenoxy)-1,2-benzisoxazole-3-amine (from example VII) and 63.3 mg (0.39 mmol) of 2-amino-4,6-dichloropyrimidine are suspended in 3 ml of water, and 0.04 ml of concentrated hydrochloric acid is added. The reaction mixture is heated at reflux overnight, resulting in the formation of a colorless precipitate. This is filtered off, washed repeatedly with water and dried under high vacuum.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux overnight
  3. customresulting in the formation of a colorless precipitate
  4. filtrationThis is filtered off
  5. washwashed repeatedly with water
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-6909c9ea790740398f5e862b25298d5e
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Linked notes

Loading…