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

HRID 16433Notes

Reaction equation

HRID 16433 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.Cl[C:21]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=2)[N:24]=[C:23]([NH2:33])[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:21]4[CH:26]=[C:25]([C:27]5[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=5)[N:24]=[C:23]([NH2:33])[N:22]=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 179792974-(4-Amino-2-fluorophenoxy)-1,2-benzisoxazole-3-amineHCID 223242864-Chloro-6-(pyridin-4-yl)pyrimidin-2-amine

Product 1

HCID 17979269N-{4-[(3-Amino-1,2-benzisoxazol-4-yl)oxy]-3-fluorophenyl}-N-[2-amino-6-(4-pyridinyl)-4-pyrimidinyl]amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

70 mg (0.27 mmol) of 4-(4-amino-2-fluorophenoxy)-1,2-benzisoxazole-3-amine (from example VII) and 55.8 mg (0.27 mmol) of 4-chloro-6-(4-pyridinyl)-2-pyrimidineamine (from example XXIX) are suspended in 4 ml of water, and 0.02 ml of concentrated hydrochloric acid is added. The reaction mixture is heated at reflux overnight, resulting in the formation of a lightly colored 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 lightly colored precipitate
  4. filtrationThis is filtered off
  5. washwashed repeatedly with water
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-61b7c47c928949d9baad30b4fe9e65b1
Source dataset
uspto-grants-2010_06
Patent number
US07737153B2

Reaction notes

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