Piperonal → 4-[[1-(1,3-Benzodioxol-5-ylmethyl)-4-piperidinyl]amino]-6-chloro-2H-1-benzopyran-2-one

HRID 897196

反応式

HRID 897196 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7](=[O:12])[CH:6]=[C:5]2[NH:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.[CH:20]1[C:25]([CH:26]=O)=[CH:24][C:23]2[O:28][CH2:29][O:30][C:22]=2[CH:21]=1>>[O:30]1[C:22]2[CH:21]=[CH:20][C:25]([CH2:26][N:17]3[CH2:18][CH2:19][CH:14]([NH:13][C:5]4[C:4]5[C:9](=[CH:10][CH:11]=[C:2]([Cl:1])[CH:3]=5)[O:8][C:7](=[O:12])[CH:6]=4)[CH2:15][CH2:16]3)=[CH:24][C:23]=2[O:28][CH2:29]1

参加物

3

反応物 2

HCID 8438PiperonalHCID 116376956-Chloro-4-(piperidin-4-ylamino)chromen-2-one

生成物 1

HCID 100473394-[[1-(1,3-Benzodioxol-5-ylmethyl)-4-piperidinyl]amino]-6-chloro-2H-1-benzopyran-2-one収率 39%

実験手順

According to Procedure A above, 6-chloro-4-(piperidin-4-ylamino)-chromen-2-one and piperonal (0.032 g, 0.216 mmol) were allowed to react to give the title compound (0.0123 g, 39%, mono-TFA salt) as an off-white solid. 1H NMR (400 MHz, MeOH) δ ppm 8.12 (br s, 1H), 7.61 (d, J=8, 1H), 7.33 (d, J=8, 1H), 7.00 (m, 2H), 6.93 (dd, J=4, 8, 1H), 6.03 (s, 2H), 5.44 (s, 1H), 4.26 (s, 2H), 3.79-3.90 (m, 1H), 3.62-3.56 (m, 2H), 3.11-3.22 (m, 2H), 2.29-2.40 (m, 2H), 1.85-1.99 (m, 2H); MS (ESI+Q1MS) m/z 413 [M]+

後処理

  1. customto react

出典と根拠

ORDレコード
ord-4e6a7e909d3c4daeb322310f53b36706
出典データセット
uspto-grants-2005_07
特許番号
US06921821B2

関連ノート

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