Diisopropylethylamine → HCID 60196700, compound

HRID 877993Notes

Reaction equation

HRID 877993 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[NH:14][CH3:15])=[C:4]([CH3:16])[CH:3]=1.CCN(C(C)C)C(C)C.[F:26][C:27]([F:42])([F:41])[C:28]1[CH:29]=[C:30]([CH:34]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:36]=1)[C:31](Cl)=[O:32]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[N:14]([CH3:15])[C:31](=[O:32])[C:30]2[CH:29]=[C:28]([C:27]([F:42])([F:41])[F:26])[CH:36]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:34]=2)=[C:4]([CH3:16])[CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 70663450HCID 70663450, compound

Product 1

HCID 60196700HCID 60196700, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(4-fluoro-2-methylphenyl)-N-methylpyridin-3-amine (47 mg, 0.22 mmol) and DIPEA (57 μL, 0.33 mmol) was added 3,5-bis(trifluoromethyl)benzoyl chloride (78 mg, 0.28 mmol, CAS RN 1271-19-8) in CH2Cl2 (2 mL). After stirring for 16 hours, the reaction mixture was loaded directly onto a silica gel column and elution with EtOAc gave the title compound as a waxy oil which solidified upon standing (56 mg, 56%). MS (ESI): m/z=457.0 [M+H]+.

Workup

  1. washthe reaction mixture was loaded directly onto a silica gel column and elution with EtOAc

Sources & evidence

ORD record
ord-e022f40e2e344f88b803e1f67856bf13
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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