2-Ethylbutyraldehyde → HCID 86641453, compound

HRID 1189947Notes

Reaction equation

[CH2:1]([CH:3]([CH2:6][CH3:7])[CH:4]=O)[CH3:2].[NH2:8][C:9]1[CH:10]=[C:11](/[CH:15]=[CH:16]/[CH2:17][NH:18][C:19](=[O:24])[C:20]([F:23])([F:22])[F:21])[CH:12]=[CH:13][CH:14]=1>>[CH2:1]([CH:3]([CH2:6][CH3:7])[CH2:4][NH:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][NH:18][C:19](=[O:24])[C:20]([F:21])([F:22])[F:23])[CH:12]=[CH:13][CH:14]=1)[CH3:2]

Participants

Reactant 2

HCID 73592-Ethylbutyraldehyde

HCID 86641447HCID 86641447, compound

Product 1

HCID 86641453HCID 86641453, compound

Procedure

Hydrogenation of 2-ethylbutanal and (E)-N-(3-(3-aminophenyl)allyl)-2,2,2-trifluoroacetamide following the method used in Example 31 gave N-(3-(3-(2-ethylbutylamino)phenyl)propyl)-2,2,2-trifluoroacetamide as a colorless oil. Yield (0.5 g, 90%); 1H NMR (400 MHz, DMSO-d6) δ 9.42 (bs, 1H), 6.94 (t, J=7.2 Hz, 1H), 6.38-6.37 (m, 2H), 6.32 (d, J=7.2 Hz, 1H), 5.40 (t, J=5.6 Hz, 1H), 3.21-3.16 (m, 2H), 2.86 (t, J=6.0 Hz, 2H), 2.43 (t, J=7.6 Hz, 2H), 1.77-1.70 (m, 2H), 1.48-1.41 (m, 1H), 1.39-1.31 (m, 4H), 0.85 (t, J=7.6 Hz, 6H).

Sources & evidence

ORD record: ord-9062fc40ff7543c5966ebdf132b9b487
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08674137B2

Reaction notes

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