4-Bromobenzyl isocyanate → HCID 11740716、化合物

HRID 585999ノート

反応式

HRID 585999 の反応式
[CH3:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([NH2:12])[C:6]=2[CH:5]=[C:4]([CH3:13])[N:3]=1.[Br:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:22]=[C:23]=[O:24])=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[Br:14][C:15]1[CH:16]=[CH:17][C:18]([CH2:21][NH:22][C:23]([NH:12][C:7]2[CH:8]=[CH:9][CH:10]=[C:11]3[C:6]=2[CH:5]=[C:4]([CH3:13])[N:3]=[C:2]3[CH3:1])=[O:24])=[CH:19][CH:20]=1

参加物

4

反応物 2

HCID 43746174-Bromobenzyl isocyanateHCID 223376241,3-Dimethylisoquinolin-5-amine

生成物 1

HCID 11740716HCID 11740716、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
87.5 °C

実験手順

The product from Example 178A (375 mg, 2.2 mmol) in toluene (7 mL) was treated with 1-bromo-4-(isocyanatomethyl)benzene (0.31 mL, 2.2 mmol). After stirring at 85-90° C. for 3 hours, the mixture was cooled to room temperature and filtered. The filter cake was treated with methanolic HCl to provide the title compound as the hydrochloride salt. 1H NMR (300 MHz, DMSO-d6) δ 8.62 (s, 1H), 8.17 (d, 1H, J=7.8 Hz), 7.80 (d, 1H, J=8.5 Hz), 7.45-7.60 (m, 4H), 7.32 (d, 2H, J=8.1 Hz), 7.06 (t, 1H, 5.7 Hz), 4.34 (d, 2H, 5.8 Hz), 2.84 (s, 3H), 2.75 (s, 3H); MS (ESI+) m/z 383/385 (M+H, 79Br/81Br).

後処理

  1. temperaturethe mixture was cooled to room temperature
  2. filtrationfiltered
  3. additionThe filter cake was treated with methanolic HCl

出典と根拠

ORDレコード
ord-db9150ea86aa433e8c1de95b85530479
出典データセット
uspto-grants-2005_08
特許番号
US06933311B2

反応ノート

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