Ethanol, 1-ethoxy-2,2,2-trifluoro- → 4-Trifluoromethyl-7-methyl-6-(2,2,2-trifluoroethyl)-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

HRID 1795432Notes

Reaction equation

HRID 1795432 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH:12]([CH3:19])[N:13](CC)[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:20])[CH:4]=1.C(O[CH:26](O)[C:27]([F:30])([F:29])[F:28])C>>[F:22][C:2]([F:1])([F:21])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH:12]([CH3:19])[N:13]([CH2:26][C:27]([F:28])([F:29])[F:30])[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:20])[CH:4]=1

Participants

3

Reactant 2

HCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 99012664-Trifluoromethyl-7-methyl-6-ethyl-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

Product 1

HCID 102701194-Trifluoromethyl-7-methyl-6-(2,2,2-trifluoroethyl)-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 trifluoroacetaldehyde ethyl hemiacetal. 1H NMR (400 MHz, CDCl3) 11.08 (br. s, 1H), 7.06 (s, 1H), 7.00 (s, 1H), 6.99 (s, 1H), 3.99 (m, 1H), 3.81 (m, 1H), 3.67 (m, 1H), 3.10–2.95 (m, 1H), 2.92–2.82 (m, 1H), 2.07–1.97 (m, 1H), 1.93–1.80 (m, 1H), 1.19 (d, 3H, J=6.5).

Workup

  1. customThis compound was prepared in a similar fashion as

Sources & evidence

ORD record
ord-c6cf8219fb0a44e58bf29dfd5e637ab4
Source dataset
uspto-grants-2006_04
Patent number
US07026484B2

Reaction notes

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