3-Methyl-1-benzothiophen-2-amine hydrochloride → HCID 59376663、化合物

HRID 589597

反応式

HRID 589597 の反応式
[O-]S(C(F)(F)F)(=O)=O.C[N+]1C=CN([S:15]([N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)(=[O:17])=[O:16])C=1.Cl.[CH3:25][C:26]1[C:27]2[CH:35]=[CH:34][CH:33]=[CH:32][C:28]=2[S:29][C:30]=1[NH2:31]>CC#N>[CH3:25][C:26]1[C:27]2[CH:35]=[CH:34][CH:33]=[CH:32][C:28]=2[S:29][C:30]=1[NH:31][S:15]([N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)(=[O:17])=[O:16]

参加物

4

反応物 2

HCID 567239383-Methyl-1-benzothiophen-2-amine hydrochlorideHCID 87399419HCID 87399419、化合物

生成物 1

HCID 59376663HCID 59376663、化合物収率 40%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

反応条件

温度
140 °C

実験手順

To a solution of compound 1-I (85.2 mg, 0.37 mmol) in MeCN (1.0 mL) was added a solution of compound 1-C (120.8 mg, 0.74 mmol) in MeCN (1.0 mL) and the reaction mixture was heated under microwave irradiation at 140° C. for 10 minutes. The reaction mixture was purified by reverse-phase semi-prep HPLC (method 3) eluting with a 45% MeCN—H2O (0.1% TFA) to 65% MeCN—H2O (0.1% TFA) gradient to afford 46 mg of compound 1-J as a film. 1H-NMR (CDCl3, 400 MHz): δ 7.71-7.73 (t, 1H), 7.63-7.66 (t, 1H), 7.34-7.40 (m, 2H), 6.28 (s, 1H), 3.27-3.29 (m, 4H), 2.39 (s, 3H), 1.53-1.73 (m, 6H); MS (method 2): m/z 311.0 (M+1).

後処理

  1. customThe reaction mixture was purified by reverse-phase semi-prep HPLC (method 3)
  2. washeluting with a 45% MeCN—H2O (0.1% TFA) to 65% MeCN—H2O (0.1% TFA) gradient

出典と根拠

ORDレコード
ord-a682b1b5bda14e1f96fc8d3eeca3c75a
出典データセット
uspto-grants-2016_01
特許番号
US09233947B2

関連ノート

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