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

HRID 875974
Notes
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Reaction equation

HRID 875974 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-76831ab6e44746889d4eb1417e1c4f66
Source dataset
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08980903B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes