Propanal → 4-Trifluoromethyl-6-propyl-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

HRID 12076

Reaction equation

HRID 12076 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][N:13]([CH2:17][C:18](F)(F)F)[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:22])[CH:4]=1.[CH:25](=O)CC>>[F:1][C:2]([F:24])([F:23])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][N:13]([CH2:17][CH2:18][CH3:25])[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:22])[CH:4]=1

Participants

3

Reactant 2

HCID 527PropanalHCID 101548694-Trifluoromethyl-6-(2,2,2-trifluoroethyl)-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

Product 1

HCID 99445154-Trifluoromethyl-6-propyl-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

Procedure

This compound was prepared in a similar fashion as that described in Example 84 from Compound 192 (Structure 33 of Scheme VI, where R1═H, n=1) and propionaldehyde. 1H NMR (400 MHz, CDCl3) 11.23 (br. s, 1H), 7.07 (s, 1H), 6.99 (s, 1H), 6.78 (s, 1H), 3.34 (t, 2H, J=5.6), 3.26 (t, 2H, J=7.4), 2.88 (t, 2H, J=6.3), 1.97 (m, 2H), 1.65 (m, 2H), 0.97 (t, 3H, J=7.4).

Workup

  1. customThis compound was prepared in a similar fashion as

Sources & evidence

ORD record
ord-dd2664cfb2f14e25889c755ea373ac67
Source dataset
uspto-grants-2010_06
Patent number
US07727980B2

Linked notes

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