Potassium Carbonate → HCID 59591441、化合物

HRID 1963000ノート

反応式

HRID 1963000 の反応式
[F:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[C:10]#[N:11].C([O-])([O-])=O.[K+].[K+].N[C@H](C(O)=O)CC1C=C2C(C=CC=C2)=CC=1.[Cl:34][C:35]1[CH:36]=[CH:37][C:38]2[S:42][C:41]([CH2:43]Cl)=[N:40][C:39]=2[CH:45]=1>CN(C=O)C.O>[Cl:34][C:35]1[CH:36]=[CH:37][C:38]2[S:42][C:41]([CH2:43][O:8][C:7]3[C:2]([F:1])=[C:3]([C:10]#[N:11])[C:4]([F:9])=[CH:5][CH:6]=3)=[N:40][C:39]=2[CH:45]=1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 1859152-NaphthylalanineHCID 107988395-Chloro-2-(chloromethyl)-1,3-benzothiazoleHCID 451191012,6-Difluoro-3-hydroxybenzonitrile

生成物 1

HCID 59591441HCID 59591441、化合物収率 79%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2,6-difluoro-3-hydroxybenzenecarbonitrile (4.5 g, 29.0 mmol), K2CO3 (6.01 g, 43.5 mmol) and Nal (0.78 g 5.8 mmol) in DMF (75 ml) was stirred at room temperature for 5 minutes. 5-chloro-2-(chloromethyl)-1,3-benzothiazole was then added and the mixture heated at 40° C. for 18 hours, cooled to room temperature and poured into water (450 ml). Buff solid was filtered off and dried (9.46 g). This was the recrystallised from acetonitrile (30 ml) and dried in vacuo at 40° C. to give a beige solid. Yield 79%, mp 145-147° C., HPLC (Gemini C18, 50×4.6 mm): m/z 337 [M+H]+, Rt=4.93 min.

後処理

  1. temperaturethe mixture heated at 40° C. for 18 hours
  2. temperaturecooled to room temperature
  3. filtrationBuff solid was filtered off
  4. customdried (9.46 g)
  5. customrecrystallised from acetonitrile (30 ml)
  6. customdried in vacuo at 40° C.
  7. customto give a beige solid

出典と根拠

ORDレコード
ord-057c172684ac495987a9fc0f6c25c561
出典データセット
uspto-grants-2013_04
特許番号
US08415383B2

反応ノート

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