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(7-Cyclopentyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol → HCID 58299552, compound

HRID 79143
Notes
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Reaction equation

HRID 79143 reaction equation
[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([S:15][CH3:16])[N:13]=[CH:14][C:9]=3[CH:8]=[C:7]2[CH2:17][OH:18])[CH2:5][CH2:4][CH2:3][CH2:2]1>ClCCl.[O-2].[O-2].[Mn+4]>[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([S:15][CH3:16])[N:13]=[CH:14][C:9]=3[CH:8]=[C:7]2[CH:17]=[O:18])[CH2:2][CH2:3][CH2:4][CH2:5]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 58299782(7-Cyclopentyl-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol

Product 1

HCID 58299552HCID 58299552, compoundYield 92.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (5.56 g, 64.0 mmol) was added to a solution of compound 228 (3.37 g, 12.8 mmol) in dichloromethane (250 mL). After 16 h, the reaction contents were filtered through Celite and organics were removed in vacuo to provide compound 229 (3.10 g, 92.7% yield).

Workup

  1. customthe reaction contents
  2. filtrationwere filtered through Celite
  3. customorganics were removed in vacuo

Sources & evidence

ORD record
ord-7e91839eeee542dbadc77a656aff3bd6
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08841312B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes