Hydroxyamine hydrochloride → HCID 67059556, compound

HRID 600411Notes

Reaction equation

HRID 600411 reaction equation
CC1[N:3]([C:8]2[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=2[NH:19][C:20]2[N:28]=[C:27]3[C:23]([NH:24][C:25](=[O:35])[N:26]3[CH:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[C:22]([C:36]3[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=3)[N:21]=2)C(C)=CC=1.Cl.NO>C(O)C.O>[NH2:3][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:16])[F:17])=[CH:10][C:9]=1[NH:19][C:20]1[N:28]=[C:27]2[C:23]([NH:24][C:25](=[O:35])[N:26]2[CH:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[C:22]([C:36]2[CH:37]=[CH:38][N:39]=[CH:40][CH:41]=2)[N:21]=1

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 57612641HCID 57612641, compound

Product 1

HCID 67059556HCID 67059556, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-(trifluoromethoxy)phenylamino)-6-(pyridin-4-yl)-9-(tetrahydro-2H-pyran-4-yl)-7H-purin-8(9H)-one (0.018 mmol) was reacted with hydroxylamine hydrochloride (5 equiv.) in a mixture of ethanol and water (1.6 mL/0.6 mL) at reflux for 20 h. Upon completion of the reaction (monitoring by HPLC and MS), the solvent was removed in vacuo, the material thoroughly dried and used in the next step without further purification. MS (EI) m/z 488.4 (MH)+.

Workup

  1. temperatureat reflux for 20 h
  2. customUpon completion of the reaction (monitoring by HPLC and MS)
  3. customthe solvent was removed in vacuo
  4. customthe material thoroughly dried
  5. customused in the next step without further purification

Sources & evidence

ORD record
ord-673a9055bf9b40a4b325404bb446bbfe
Source dataset
uspto-grants-2011_03
Patent number
US07902187B2

Reaction notes

Loading…