HCID 90460282, compound → HCID 90460195, compound

HRID 1846258Notes

Reaction equation

HRID 1846258 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:16]2[C:17]([CH2:28][OH:29])=[N:18][N:19]([CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][O:23]3)[C:20]=2[CH3:21])[CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1>ClCCl.O=[Mn]=O>[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:16]2[C:17]([CH:28]=[O:29])=[N:18][N:19]([CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][O:23]3)[C:20]=2[CH3:21])[CH:9]=[C:10]([C:12]([F:13])([F:15])[F:14])[CH:11]=1

Participants

4

Reactant 1

HCID 90460282HCID 90460282, compound

Product 1

HCID 90460195HCID 90460195, compoundYield 124.1%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of (R/S) (4-(3-(2-methoxyethoxy)-5-(trifluoromethyl)phenyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-3-yl)methanol (70 mg, 0.17 mmol, 1.00 equiv) and MnO2 (147 mg, 1.69 mmol, 10.01 equiv) in dichloromethane (20 mL) was stirred at 40° C. for 1 h. The solid was removed by filtration. The filtrate was concentrated under vacuum to give 87 mg of crude (R/S) 4-(3-(2-methoxyethoxy)-5-(trifluoromethyl)phenyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carbaldehyde as a brown oil.

Workup

  1. customThe solid was removed by filtration
  2. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-5ac6ed6786b047afa95ae4ef4a061792
Source dataset
uspto-grants-2015_02
Patent number
US08952026B2

Reaction notes

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