HCID 9813779, compound → HCID 22054530, compound

HRID 1374763Notes

Reaction equation

HRID 1374763 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-b94ce04d324747248b77df75bd2254c7
Source dataset
uspto-grants-2007_01
Patent number
US07166589B2

Reaction notes

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