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Pyridine → Thiophene-2-sulfonic acid [5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-amide

HRID 25496
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HRID 25496 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][C:6]([C:12]1[CH:13]=[CH:14][C:15]([O:19][CH3:20])=[C:16]([NH2:18])[CH:17]=1)=[CH:5]2.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[S:26](Cl)(=[O:28])=[O:27].N1C=CC=CC=1>O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][C:6]([C:12]1[CH:13]=[CH:14][C:15]([O:19][CH3:20])=[C:16]([NH:18][S:26]([C:22]3[S:21][CH:25]=[CH:24][CH:23]=3)(=[O:28])=[O:27])[CH:17]=1)=[CH:5]2
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 855182-Thiophenesulfonyl chlorideHCID 99434395-(5,6-difluoro1H-indol-2-yl)-2-methoxy-phenylamine2회

생성물 1

HCID 9910030Thiophene-2-sulfonic acid [5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-amide

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine, (0.274 g, 1.0 mmol) was mixed with thiophene-2-sulfonyl chloride (0.192 g, 1.0 mmol) and pyridine (3 mL) was added, and the reaction mixture was heated briefly to 50° C. and then allowed to stand overnight at room temperature. Water (7 mL) was added and the mixture allowed to stand 1.75 hours at room temperature. The mixture was partitioned between water (200 mL) and ethyl acetate (200 mL) and the organic layer was washed with 1N HCl (100 mL), water (100 mL), and brine (100 mL), dried (magnesium sulfate), filtered, and concentrated to a purple-tinted solid. The solid was triturated with hexanes/ethyl acetate, 1/1, v/v to give the product (0.322 g), mp 211-213° C.

후처리

  1. additionwas added
  2. waitto stand 1.75 hours at room temperature
  3. customThe mixture was partitioned between water (200 mL) and ethyl acetate (200 mL)
  4. washthe organic layer was washed with 1N HCl (100 mL), water (100 mL), and brine (100 mL)
  5. dry with materialdried (magnesium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated to a purple-tinted solid
  8. customThe solid was triturated with hexanes/ethyl acetate, 1/1, v/v

출처 및 근거

ORD 기록
ord-b974ad7baa4741b79bf348c0e9690f04
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06858739B2

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