1-Benzyl 3-ethyl 4-fluoroisophthalate → 1-Benzyl 3-ethyl 4-(4-chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)isophthalate

HRID 528854

反応式

HRID 528854 の反応式
F[C:2]1[CH:17]=[CH:16][C:5]([C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:7])=[CH:4][C:3]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[CH2:23]([N:27]([CH2:37][CH2:38][CH2:39][CH3:40])[C:28]([C:30]1[C:34]([Cl:35])=[C:33]([CH3:36])[NH:32][N:31]=1)=[O:29])[CH2:24][CH2:25][CH3:26]>>[Cl:35][C:34]1[C:30]([C:28](=[O:29])[N:27]([CH2:37][CH2:38][CH2:39][CH3:40])[CH2:23][CH2:24][CH2:25][CH3:26])=[N:31][N:32]([C:2]2[CH:17]=[CH:16][C:5]([C:6]([O:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:7])=[CH:4][C:3]=2[C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:33]=1[CH3:36]

参加物

3

反応物 2

HCID 710609931-Benzyl 3-ethyl 4-fluoroisophthalateHCID 71062189N,N-dibutyl-4-chloro-5-methyl-1H-pyrazole-3-carboxamide2 回

生成物 1

HCID 710625421-Benzyl 3-ethyl 4-(4-chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)isophthalate収率 78.2%

実験手順

Following a procedure analogous to that for the synthesis of Intermediate 1E, 1-benzyl 3-ethyl 4-fluoroisophthalate (1.50 g, 4.96 mmol) and N,N-dibutyl-4-chloro-5-methyl-1H-pyrazole-3-carboxamide (Intermediate 1B, 2.02 g, 7.44 mmol) were converted to the title compound (2.15 g, 78%). 1H NMR (CDCl3) δ 8.69 (d, J=2.0 Hz, 1H), 8.33 (dd, J=8.1, 2.0 Hz, 1H), 7.51-7.36 (m, 6H), 5.43 (s, 2H), 4.19 (d, J=7.0 Hz, 2H), 3.50 (s, 2H), 3.41 (s, 2H), 2.15 (s, 3H), 1.70-1.60 (m, 2H), 1.58-1.50 (m, 2H), 1.46-1.34 (m, 2H), 1.25-1.16 (m, 5H), 0.96 (t, J=7.4 Hz, 3H), 0.83 (t, J=7.3 Hz, 3H); MS(ESI+) m/z 554.2 (M+H)+.

出典と根拠

ORDレコード
ord-91bc0d611d8b4cb6801b0d9287303eb3
出典データセット
uspto-grants-2016_05
特許番号
US09346795B2

関連ノート

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