Methanesulfonic Acid → HCID 23582499, 화합물

HRID 1896500노트

반응식

HRID 1896500 반응식
[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

참가 물질

3

반응물 2

HCID 6395Methanesulfonic AcidHCID 59198440HCID 59198440, 화합물

생성물 1

HCID 23582499HCID 23582499, 화합물

반응 조건

온도
125 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6be47b2b4a6441eaa6e04130c9734d21
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518964B2

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