Triethylamine → (R)-N-[1-{N-(2-chlorophenethyl)-2-nitrophenylsulfonamido}propan-2-yl]isoquinoline-6-sulfonamide

HRID 333999노트

반응식

HRID 333999 반응식
C(N(CC)CC)C.[NH2:8][C@H:9]([CH3:33])[CH2:10][N:11]([CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[Cl:32])[S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22])(=[O:14])=[O:13].[CH:34]1[C:43]2[C:38](=[CH:39][C:40]([S:44](Cl)(=[O:46])=[O:45])=[CH:41][CH:42]=2)[CH:37]=[CH:36][N:35]=1>ClCCl>[Cl:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[CH2:25][CH2:24][N:11]([CH2:10][C@H:9]([NH:8][S:44]([C:40]1[CH:39]=[C:38]2[C:43](=[CH:42][CH:41]=1)[CH:34]=[N:35][CH:36]=[CH:37]2)(=[O:45])=[O:46])[CH3:33])[S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-:23])=[O:22])(=[O:13])=[O:14]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 55280287Isoquinoline-6-sulfonyl chlorideHCID 86699360(R)-N-(2-aminopropyl)-N-(2-chlorophenethyl)-2-nitrobenzenesulfonamide

생성물 1

HCID 86699365(R)-N-[1-{N-(2-chlorophenethyl)-2-nitrophenylsulfonamido}propan-2-yl]isoquinoline-6-sulfonamide수율 73%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

0.3 mL of triethylamine and 280 mg of (R)—N-(2-aminopropyl)-N-(2-chlorophenethyl)-2-nitrobenzenesulfonamide prepared in Reference Example 6 were added with stirring at room temperature to a dichloromethane solution of isoquinoline-6-sulfonyl chloride prepared in Reference Example 1, and the mixture was then stirred for 6 hours. The reaction solution was washed with saturated saline and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the obtained crude product was purified by silica gel column chromatography (hexane:ethyl acetate=1:3) to obtain 300 mg of the title compound (73%).

후처리

  1. additionwere added
  2. customprepared in Reference Example 1
  3. washThe reaction solution was washed with saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customthe obtained crude product
  8. customwas purified by silica gel column chromatography (hexane:ethyl acetate=1:3)

출처 및 근거

ORD 기록
ord-63510e7559d743309916e013a9c2d2f8
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883792B2

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