3,3-Dimethylbutylamine → HCID 178444764, compound
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]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- filtrationThe mixture was filtered
- 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
Reaction notes
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