3,3-Dimethylbutylamine → N-(2-(3,3-Difluoropyrrolidin-1-yl)-3-fluorobenzylidene)-3,3-dimethylbutan-1-amine

HRID 1695947

Reaction equation

HRID 1695947 reaction equation
[F:1][C:2]1([F:16])[CH2:6][CH2:5][N:4]([C:7]2[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:8]=2[CH:9]=O)[CH2:3]1.[CH3:17][C:18]([CH3:23])([CH3:22])[CH2:19][CH2:20][NH2:21]>C1(C)C=CC=CC=1>[F:1][C:2]1([F:16])[CH2:6][CH2:5][N:4]([C:7]2[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:8]=2[CH:9]=[N:21][CH2:20][CH2:19][C:18]([CH3:23])([CH3:22])[CH3:17])[CH2:3]1

Participants

4

Reactant 2

HCID 197093,3-DimethylbutylamineHCID 577744763-Fluoro-2-(3,3-difluoropyrrolidin-1-yl)benzaldehyde

Product 1

HCID 57774377N-(2-(3,3-Difluoropyrrolidin-1-yl)-3-fluorobenzylidene)-3,3-dimethylbutan-1-amine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-(3,3-Difluoropyrrolidin-1-yl)-3-fluorobenzaldehyde (400 mg, 1.745 mmol) was taken in toluene (15 mL) and 3,3-dimethylbutan-1-amine (176.6 mg, 234.8 μL, 1.745 mmol) was added. The reaction mixture was refluxed overnight with a Dean Stark trap to remove the water. The reaction mixture was then concentrated and used in the next step without further purification.

Workup

  1. temperatureThe reaction mixture was refluxed overnight with a Dean Stark trap
  2. customto remove the water
  3. concentrationThe reaction mixture was then concentrated
  4. customused in the next step without further purification

Sources & evidence

ORD record
ord-6f87a974a25e48bb917e3f4d0fb7e90f
Source dataset
uspto-grants-2012_04
Patent number
US08163737B2

Linked notes

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