3,3-Dimethylbutylamine → HCID 178444764, compound

HRID 1695930

Reaction equation

HRID 1695930 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][C:10]2[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:11]=2[CH:12]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:19][C:20]([CH3:25])([CH3:24])[CH2:21][CH2:22][NH2:23]>C1(C)C=CC=CC=1>[CH3:19][C:20]([CH3:25])([CH3:24])[CH2:21][CH2:22]/[N:23]=[CH:12]/[C:11]1[CH:14]=[CH:15][CH:16]=[C:17]([F:18])[C:10]=1[NH:9][CH2:8][CH2:7][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 197093,3-DimethylbutylamineHCID 577744132-(2-(Piperidin-1-yl)ethylamino)-3-fluorobenzaldehyde

Product 1

HCID 178444764HCID 178444764, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Crude 2-(2-(piperidin-1-yl)ethylamino)-3-fluorobenzaldehyde (372 mg, 1.486 mmol) and 3,3-dimethylbutan-1-amine (225.6 mg, 300.0 μL, 2.229 mmol) were stirred in toluene (7 mL) with 4A MS at RT overnight. The mixture was filtered and the volatiles were removed on rotary evaporator at 40° C. to give 475 mg of crude 2-((E)-(3,3-dimethylbutylimino)methyl)-6-fluoro-N-(2-(piperidin-1-yl)ethyl)benzenamine which was used directly in the next step.

Workup

  1. filtrationThe mixture was filtered
  2. customthe volatiles were removed on rotary evaporator at 40° C.

Sources & evidence

ORD record
ord-a3061cb10b7e44e583edfa5987822f99
Source dataset
uspto-grants-2012_04
Patent number
US08163737B2

Linked notes

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