Acetyl chloride → HCID 66649177、化合物

HRID 418685ノート

反応式

HRID 418685 の反応式
[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:10]=[CH:9]N=[C:7]2[CH:11]=[C:12]([C:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH:19]=3)[S:13][C:6]=12.[CH3:27]CN(C(C)C)C(C)C.[C:36](Cl)(=[O:38])[CH3:37]>C(Cl)Cl>[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[C:6]2[S:13][C:12]([C:14]3[CH2:15][CH2:16][N:17]([C:36](=[O:38])[CH3:37])[CH2:18][CH:19]=3)=[CH:11][C:7]=2[CH:27]=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 59457731HCID 59457731、化合物

生成物 1

HCID 66649177HCID 66649177、化合物収率 80.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a suspension of 4-(7-(2-fluoro-4-nitrophenoxy)benzo[b]thiophen-2-yl)-1,2,3,6-tetrahydropyridine 268 (400 mg, 1.08 mmol) and DIPEA (0.207 mL, 1.19 mmol) in DCM was added acetyl chloride (0.15 mL, 2.16 mmol) at room temperature and the mixture (that turned homogeneous soon after) was stirred for 1 h. The crude mixture was concentrated under reduced pressure and the residue purified by flash chromatography (5% MeOH to 10% MeOH in DCM) affording 269 (358.2 mg, 0.87 mmol, 80% yield) as a white solid. MS (m/z): (M+1) 414.4 (100%).

後処理

  1. concentrationThe crude mixture was concentrated under reduced pressure
  2. customthe residue purified by flash chromatography (5% MeOH to 10% MeOH in DCM)

出典と根拠

ORDレコード
ord-816d9f72d9da40578404e0e4f544ed04
出典データセット
uspto-grants-2012_01
特許番号
US08093264B2

反応ノート

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