2-Fluorobenzoyl chloride → N-benzyl-2-(3-fluorobenzamido)isonicotinamide

HRID 714318ノート

反応式

HRID 714318 の反応式
FC1C=CC=CC=1C(Cl)=O.[F:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=1)[C:15](Cl)=[O:16].[NH2:21][C:22]1[CH:23]=[C:24]([CH:35]=[CH:36][N:37]=1)[C:25]([NH:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26]>>[CH2:28]([NH:27][C:25](=[O:26])[C:24]1[CH:35]=[CH:36][N:37]=[C:22]([NH:21][C:15](=[O:16])[C:14]2[CH:18]=[CH:19][CH:20]=[C:12]([F:11])[CH:13]=2)[CH:23]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

4

反応物 3

HCID 98082-Fluorobenzoyl chlorideHCID 743763-Fluorobenzoyl chlorideHCID 187528972-amino-N-benzylisonicotinamide

生成物 1

HCID 67153823N-benzyl-2-(3-fluorobenzamido)isonicotinamide収率 44%

実験手順

Following the procedure as describe in Example 6, making variations as required to replace 2-fluorobenzoyl chloride with 3-fluorobenzoyl chloride to react with 2-amino-N-benzylisonicotinamide, N-benzyl-2-(3-fluorobenzamido)isonicotinamide was obtained as a colorless solid in 44% yield: mp 140-143° C. (hexanes/ethyl acetate); 1H NMR (300 MHz, CDCl3) δ 8.71 (s, 1H), 8.60 (s, 1H), 8.41-8.39 (m, 1H), 7.70-7.55 (m, 3H), 7.51-7.44 (m, 1H), 7.37-7.25 (m, 6H), 6.76-6.66 (m, 1H), 4.65 (d, J=5.8 Hz, 2H); MS (ES+) m/z 350.5 (M+1).

出典と根拠

ORDレコード
ord-6cb511cdb02740b8bbb32e23a7b86889
出典データセット
uspto-grants-2015_11
特許番号
US09187426B2

反応ノート

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