Diisopropylethylamine → 5-Chloro-2-[N-(1-hydroxyindan-2-yl)carbamoyl]indole

HRID 722257

반응식

HRID 722257 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([OH:13])=O)=[CH:5]2.CCN(C(C)C)C(C)C.[NH2:23][CH:24]1[CH2:32][C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]1[OH:33].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11](=[O:13])[NH:23][CH:24]1[CH2:32][C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]1[OH:33])=[CH:5]2

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 826935-Chloro-1H-indole-2-carboxylic acidHCID 857942-Aminoindan-1-olHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 218839655-Chloro-2-[N-(1-hydroxyindan-2-yl)carbamoyl]indole수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-Chloro-1H-indole-2-carboxylic acid (116 mg, 0.67 mmol) was dissolved in DCM (10 ml) containing DIPEA (0.21 ml, 1.19 mmol) and 2-aminoindan-1-ol (Method 1; 101 mg, 0.67mmol) and HATU (247 mg, 0.67 mmol). The reaction mixture was stirred at room temperature for approximately 18 hours. The resulting solution was washed with water (20 ml) and the aqueous layer extracted with DCM (2×20 ml). The organic extracts were combined, dried over magnesium sulphate and concentrated under reduced pressure to give the title compound (195 mg, 100%) as a white solid.

후처리

  1. washThe resulting solution was washed with water (20 ml)
  2. extractionthe aqueous layer extracted with DCM (2×20 ml)
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8ae31d6c670b47b5a7bac730ffc0ea24
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138415B2

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