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 12074Notes

Reaction equation

HRID 12074 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-98046a2630464160bd404d70de886952
Source dataset
uspto-grants-2010_06
Patent number
US07727980B2

Reaction notes

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