HCID 9813779, compound → HCID 22054530, compound

HRID 1006159Notes

Reaction equation

HRID 1006159 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([CH2:18][OH:19])=[C:7]([CH3:17])[CH:8]=2)[N:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:13][CH2:14][CH2:15][CH2:16]2)[C:9]2[C:4](=[CH:5][C:6]([CH:18]=[O:19])=[C:7]([CH3:17])[CH:8]=2)[N:3]=1

Participants

4

Reactant 1

HCID 9813779HCID 9813779, compound

Product 1

HCID 22054530HCID 22054530, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (2,6-dimethyl-4-pyrrolidin-1-yl-quinolin-7-yl)-methanol (example 59, 140 mg, 0.585 mmol) and manganese dioxide (509 mg, 5.85 mmol) was stirred in dichloromethane (3 mL) at r.t. for 16 h, then insoluble material was removed by filtration through a dicalite pad, and the filtrate was evaporated to yield the title compound (122 mg, 82%). Yellow solid, ISP-MS: m/e=255.2 ([M+H]+).

Workup

  1. custominsoluble material was removed by filtration through a dicalite pad
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-e94c9b52a9234fc58f1ae3e1ddb7252d
Source dataset
uspto-grants-2004_09
Patent number
US06787558B2

Reaction notes

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