Potassium Carbonate → HCID 178509043, compound

HRID 2269029Notes

Reaction equation

HRID 2269029 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([SH:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:19])[N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].[C:26]1(=[O:41])[N:30]([CH2:31][CH2:32][CH2:33][CH2:34]Br)[C:29](=[O:36])[C:28]2=[CH:37][CH:38]=[CH:39][CH:40]=[C:27]12>CN(C)C=O>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:34][CH2:33][CH2:32][CH2:31][N:30]2[C:26](=[O:41])[C:27]3=[CH:40][CH:39]=[CH:38][CH:37]=[C:28]3[C:29]2=[O:36])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:19])[N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 93575N-(4-Bromobutyl)phthalimideHCID 1785090596-Amino-9-benzyl-8-hydroxy-2-mercaptopurine

Product 1

HCID 178509043HCID 178509043, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6-Amino-9-benzyl-8-hydroxy-2-mercaptopurine (120 mg, 0.44 mmol) was suspended in dimethylformamide (10 ml). To the suspension were added potassium carbonate (60 mg, 0.43 mmol) and 4-phthalimidobutyl bromide (113 mg, 0.40 mmol) in order. The mixture was stirred at room temperature for 2 hours. The solvent was removed in vacuo, and water and methanol were added to the residue, and the resulting crystals were taken by filtration to give the subject compound (141 mg, yield 74%).

Workup

  1. customThe solvent was removed in vacuo, and water and methanol
  2. additionwere added to the residue
  3. filtrationthe resulting crystals were taken by filtration

Sources & evidence

ORD record
ord-bb7ba8c4f634447aac52370405f128e4
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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