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

HRID 1795431

Reaction equation

HRID 1795431 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][CH:12]([CH3:21])[N:13]([CH2:17][CH:18]4CC4)[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:22])[CH:4]=1.C(=O)C>>[F:24][C:2]([F:1])([F:23])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH:12]([CH3:21])[N:13]([CH2:17][CH3:18])[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:22])[CH:4]=1

Participants

3

Reactant 2

HCID 177AcetaldehydeHCID 99675684-Trifluoromethyl-7-methyl-6-cyclopropylmethyl-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

Product 1

HCID 99012664-Trifluoromethyl-7-methyl-6-ethyl-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 187 (Structure 33 of Scheme VI, where R1=methyl, n=1) and acetaldehyde. 1H NMR (400 MHz, CDCl3) 11.19 (br. s, 1H), 7.11 (s, 1H), 7.00 (s, 1H), 6.80 (s, 1H), 3.55 (m, 1H), 3.47–3.32 (m, 2H), 2.93–2.80 (m, 2H), 1.93–1.79 (m, 2H), 1.22 (t, 3H, J=7.0), 1.18 (d, 3H, J=6.4).

Workup

  1. customThis compound was prepared in a similar fashion as

Sources & evidence

ORD record
ord-c3a9531e41324bec9ec80d4b8c222eda
Source dataset
uspto-grants-2006_04
Patent number
US07026484B2

Linked notes

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