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

HRID 722257ノート

反応式

HRID 722257 の反応式
[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

参加物

6

反応物 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)

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8ae31d6c670b47b5a7bac730ffc0ea24
出典データセット
uspto-grants-2006_11
特許番号
US07138415B2

反応ノート

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