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

HRID 12078

Reaction equation

HRID 12078 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][N:13]([CH2:17][CH3:18])[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:19])[CH:4]=1.[CH:22]1(C=O)C[CH2:23]1>>[F:21][C:2]([F:1])([F:20])[C:3]1[C:16]2[C:7](=[CH:8][C:9]3[CH2:10][CH2:11][CH2:12][N:13]([CH2:17][CH:18]4[CH2:23][CH2:22]4)[C:14]=3[CH:15]=2)[NH:6][C:5](=[O:19])[CH:4]=1

Participants

3

Reactant 2

HCID 123114CyclopropanecarboxaldehydeHCID 98358134-Trifluoromethyl-6-ethyl-6,7,8,9-tetrahydropyrido[2,3-g]quinolin-2(1H)-one

Product 1

HCID 99450174-Trifluoromethyl-6-cyclopropylmethyl-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 cyclopropanecarboxaldehyde. 1H NMR (400 MHz, CDCl3) 11.44 (br. s, 1H), 7.06 (s, 1H), 7.00 (s, 1H), 6.92 (s, 1H), 3.40 (t, 2H, J=5.6), 3.21 (d, 2H, J=6.2), 2.90 (t, 2H, J=6.3), 1.99 (m, 2H), 1.07 (m, 1H), 0.58 (m, 2H), 0.27 (m, 2H).

Workup

  1. customThis compound was prepared in a similar fashion as

Sources & evidence

ORD record
ord-1bab2121c57e480fb6fea7acf1aeed55
Source dataset
uspto-grants-2010_06
Patent number
US07727980B2

Linked notes

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