Butyl isocyanate → HCID 178449571, compound

HRID 1068937Notes

Reaction equation

HRID 1068937 reaction equation
O.[NH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:19]3[C:14](=[N:15][CH:16]=[N:17][C:18]=3[NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=3)[NH:13][N:12]=2)=[CH:6][CH:5]=1.[CH2:28]([N:32]=[C:33]=[O:34])[CH2:29][CH2:30][CH3:31]>C1COCC1>[CH2:28]([NH:32][C:33]([NH:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:19]3[C:14](=[N:15][CH:16]=[N:17][C:18]=3[NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=3)[NH:13][N:12]=2)=[CH:6][CH:5]=1)=[O:34])[CH2:29][CH2:30][CH3:31]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 178510043HCID 178510043, compound

Product 1

HCID 178449571HCID 178449571, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 200 mg (0.521 mmol) of 3-(4-aminomethyl-phenylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine hydrate, 0.061 ml (0.548 mmol) of butyl isocyanate and 5 ml of THF is stirred at 20° C. for 15 hours and then concentrated by evaporation in vacuo. The residue is digested in 5 ml of boiling methanol, cooled to 5° C. and filtered, yielding 3-[4-(n-butylamino-carbonylamino-methyl)-phenylamino]-4-(3-chloro-phenyl-amino)-1H-pyrazolo[3,4-d]pyrimidine; m.p. 217-218° C.

Workup

  1. concentrationconcentrated by evaporation in vacuo
  2. temperaturecooled to 5° C.
  3. filtrationfiltered

Sources & evidence

ORD record
ord-e2a0ff1e2d834bc18b324eab05b2ec29
Source dataset
uspto-grants-2001_06
Patent number
US06251911B1

Reaction notes

Loading…