4-Chloro-2-methylphenyl isocyanate → HCID 11648354、化合物

HRID 736337

反応式

HRID 736337 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[C:4]([CH3:11])[CH:3]=1.[NH2:12][C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:25]=[N:26][CH:27]=[C:28]([NH2:30])[CH:29]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:33])[CH3:32])[C:15]=2[N:16]=[CH:17][N:18]=1>N1C=CC=CC=1>[NH2:12][C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:29]=[C:28]([NH:30][C:9]([NH:8][C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=4[CH3:11])=[O:10])[CH:27]=[N:26][CH:25]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:33])[CH3:32])[C:15]=2[N:16]=[CH:17][N:18]=1

参加物

4

反応物 2

HCID 1421574-Chloro-2-methylphenyl isocyanateHCID 68903795HCID 68903795、化合物

生成物 1

HCID 11648354HCID 11648354、化合物収率 83.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
45 °C

実験手順

4-Chloro-1-isocyanato-2-methyl-benzene (93.3 mg, 0.56 mmol) was added to a solution of (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-amino-pyridin-3-yl)-methanone (150 mg, 0.51 mmol) in pyridine (5 mL). The mixture was heated to 45° C. for 12 h. The reaction mixture was concentrated in vacuo and the resulting yellow solid was triturated with CH2Cl2, filtered, and washed with CH2Cl2. Purification by flash column chromatography [(10% NH4OH/MeOH)/ethyl acetate 2:98] afforded the title compound as a white solid (197 mg, 83%). MS: 464.1 (MH+); HPLC Rf: 5.55 min. (HPLC method 4).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting yellow solid was triturated with CH2Cl2
  3. filtrationfiltered
  4. washwashed with CH2Cl2
  5. customPurification by flash column chromatography [(10% NH4OH/MeOH)/ethyl acetate 2:98]

出典と根拠

ORDレコード
ord-2005108721c4467896be0ffb4794ac91
出典データセット
uspto-grants-2009_09
特許番号
US07595325B2

関連ノート

読み込み中…