Trifluoroacetic anhydride → HCID 57901755, 화합물

HRID 1851346노트

반응식

HRID 1851346 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19]([NH2:21])=O)=[CH:15]2)(=[O:8])=[O:7].FC(F)(F)C(OC(=O)C(F)(F)F)=O>N1C=CC=CC=1>[C:19]([C:16]1[NH:17][C:18]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH:9][S:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:7])=[O:8])#[N:21]

참가 물질

4

반응물 2

HCID 9845Trifluoroacetic anhydrideHCID 57476167HCID 57476167, 화합물

생성물 1

HCID 57901755HCID 57901755, 화합물수율 92%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a mixture of 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (4.65 g) and pyridine (20 mL) was slowly added trifluoroacetic anhydride (4.50 mL) at 0° C., and the mixture was stirred for 1 hr. The reaction mixture was concentrated, 10% aqueous citric acid solution was added, and the resulting crystals were filtrated, washed with water and dried. The obtained crystals were subjected to silica gel column chromatography, and eluted with tetrahydrofuran-hexane (2:3, volume ratio). The eluate was treated with activated carbon and concentrated to give the title compound (4.04 g, yield 92%) as pale-yellow crystals. The crystals were recrystallized from ethyl acetate-hexane. melting point 283-284° C.

후처리

  1. customat 0° C.
  2. concentrationThe reaction mixture was concentrated
  3. addition10% aqueous citric acid solution was added
  4. filtrationthe resulting crystals were filtrated
  5. washwashed with water
  6. customdried
  7. washeluted with tetrahydrofuran-hexane (2:3, volume ratio)
  8. additionThe eluate was treated with activated carbon
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cda5f657b65a4009acf0d2644afd8497
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

반응 노트

불러오는 중…