2,2-Diethylbutanedioic acid → 4-[3-(6,7-Difluoro-2-quinolinylmethoxy)phenylamino]-2,2-diethyl-4-oxobutanoic acid

HRID 1721174Notes

Reaction equation

HRID 1721174 reaction equation
[CH2:1]([C:3]([CH2:11][CH3:12])([CH2:7][C:8]([OH:10])=O)[C:4]([OH:6])=[O:5])[CH3:2].[F:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][C:23]=1[F:24])[N:20]=[C:19]([CH2:25][O:26][C:27]1[CH:28]=[C:29]([CH:31]=[CH:32][CH:33]=1)[NH2:30])[CH:18]=[CH:17]2>>[F:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][C:23]=1[F:24])[N:20]=[C:19]([CH2:25][O:26][C:27]1[CH:28]=[C:29]([NH:30][C:8](=[O:10])[CH2:7][C:3]([CH2:1][CH3:2])([CH2:11][CH3:12])[C:4]([OH:6])=[O:5])[CH:31]=[CH:32][CH:33]=1)[CH:18]=[CH:17]2

Participants

3

Reactant 2

HCID 1385662,2-Diethylbutanedioic acidHCID 224169343-(6,7-Difluoro-2-quinolinylmethoxy)aniline

Product 1

HCID 224169234-[3-(6,7-Difluoro-2-quinolinylmethoxy)phenylamino]-2,2-diethyl-4-oxobutanoic acid

Procedure

Analogously to Example 3, the title compound is prepared from 2,2-diethylsuccinic acid and 3-(6,7-difluoro-2-quinolinylmethoxy)aniline. It is obtained in the form of a white solid; 1H-NMR, 200 MHz, DMSO, delta (ppm)=9.90 (s, 1H), 8.42 (d, 1H), 8.10 (m, 2H), 7.70 (d, 1H), 7.45 (m, 1H), 7.07 (m, 2H), 6.73 (d, 1H), 5.35 (s, 2H), 2.58 (s, 2H), 1.80 (m, 4H), 0.80 (t, 6H).

Workup

  1. customIt is obtained in the form of a white solid

Sources & evidence

ORD record
ord-d7688ed6624448fd949bf49f1bd6bb54
Source dataset
uspto-grants-1996_04
Patent number
US05508408

Reaction notes

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