Methanesulfonic Acid → HCID 23582499、化合物

HRID 1896500ノート

反応式

HRID 1896500 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:14][C:13]3[C:12]([C:15]#[N:16])=[CH:11][N:10]=[C:9]([NH:17]CC4C=CC(OC)=CC=4)[C:8]=3[C:6]=2[CH:7]=1.CS(O)(=O)=[O:29]>>[NH2:17][C:9]1[C:8]2[C:6]3[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[S:14][C:13]=2[C:12]([C:15]([NH2:16])=[O:29])=[CH:11][N:10]=1

参加物

3

反応物 2

HCID 6395Methanesulfonic AcidHCID 59198440HCID 59198440、化合物

生成物 1

HCID 23582499HCID 23582499、化合物

反応条件

温度
125 °C

実験手順

A suspension of 8-chloro-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile in a 1:1 (mass/mass) mixture of PPA/CH3SO3H (0.8 M) was heated at 125° C. for 2 h. The reaction mixture was cooled to room temperature and partitioned between EtOAc and H2O. The H2O was neutralized with NaHCO3 and NaOH followed by separation of the organic phase. The aqueous phase was extracted again with EtOAc and THF. The solvents were evaporated and the mixture purified by flash chromatography (EtOAc to 10% MeOH in EtOAc) to afford the title compound.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. custompartitioned between EtOAc and H2O
  3. customfollowed by separation of the organic phase
  4. extractionThe aqueous phase was extracted again with EtOAc and THF
  5. customThe solvents were evaporated
  6. customthe mixture purified by flash chromatography (EtOAc to 10% MeOH in EtOAc)

出典と根拠

ORDレコード
ord-6be47b2b4a6441eaa6e04130c9734d21
出典データセット
uspto-grants-2013_08
特許番号
US08518964B2

反応ノート

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