4-Aminophenol → HCID 57424660, compound

HRID 1093297Notes

Reaction equation

HRID 1093297 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:11]2[CH2:17][CH:16]3[O:18][CH:13]([CH2:14][CH2:15]3)[CH2:12]2)[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1>C(O)CO.CS(C)=O>[CH:13]12[O:18][CH:16]([CH2:15][CH2:14]1)[CH2:17][N:11]([C:4]1[C:5]3[S:10][CH:9]=[CH:8][C:6]=3[N:7]=[C:2]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=3)[N:3]=1)[CH2:12]2

Participants

5

Reactant 2

HCID 4034-AminophenolHCID 57654286HCID 57654286, compound

Product 1

HCID 57424660HCID 57424660, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 679Dimethyl SulfoxideSolvent

Procedure

30 mg (0.11 mmol) of 2-Chloro-4-(8-oxa-3-aza-bicyclo[3.2.1]oct-3-yl)-thieno[3,2-d]pyrimidine was dissolved in 1 mL ethylene glycol. 0.5 mmol (54 mg) 4-aminophenol was added and the mixture was heated under microwave irradiation to 220 C (2×30 min). The mixture was diluted with 1 mL DMSO and purified by HPLC (TFA buffers) to give 25 mg (0.07 mmol, 66%) of the title compound.

Workup

  1. temperaturethe mixture was heated under microwave irradiation to 220 C (2×30 min)
  2. custompurified by HPLC (TFA buffers)

Sources & evidence

ORD record
ord-6908f78bd2e4423ead1d96a7a7e98e19
Source dataset
uspto-grants-2012_03
Patent number
US08129371B2

Reaction notes

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