Water → HCID 59749106, compound

HRID 747163Notes

Reaction equation

HRID 747163 reaction equation
C([O:8][C:9]1[N:14]=[CH:13][C:12]([C:15]2[C:16]([C:22]3[O:23][CH:24]=[CH:25][CH:26]=3)=[N:17][C:18]([NH2:21])=[N:19][CH:20]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.O>Cl>[NH2:21][C:18]1[N:17]=[C:16]([C:22]2[O:23][CH:24]=[CH:25][CH:26]=2)[C:15]([C:12]2[CH:11]=[CH:10][C:9](=[O:8])[NH:14][CH:13]=2)=[CH:20][N:19]=1

Participants

4

Reactant 2

HCID 962WaterHCID 57435652HCID 57435652, compound

Product 1

HCID 59749106HCID 59749106, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 5-[6-(benzyloxy)-3-pyridyl]-4-(2-furyl)-2-pyrimidinylamine (8.35 g, 24.2 mmol) in concentrated hydrochloric acid (40 ml)-water (40 ml) was stirred at 80° C. for 1 hour. After cooling as it was, the reaction mixture was washed with ethyl acetate twice. The aqueous layer was neutralized with an aqueous 5N sodium hydroxide solution. The resulting solid was collected by filtration, washed with water and dried at 50° C. for 14 hours, to give the title compound (5.54 g, 90%) as a pale brown solid.

Workup

  1. temperatureAfter cooling as it
  2. washthe reaction mixture was washed with ethyl acetate twice
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water
  5. customdried at 50° C. for 14 hours

Sources & evidence

ORD record
ord-3ab277114f144a64b8d66577593ade72
Source dataset
uspto-grants-2008_07
Patent number
US07396836B2

Reaction notes

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