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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722257Generated: October 25, 2026

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

https://huagongshe.com/reaction/722257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
Reactant2-Aminoindan-1-olHCID 85794—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDichloromethaneHCID 6344—
Product5-Chloro-2-[N-(1-hydroxyindan-2-yl)carbamoyl]indoleHCID 21883965100%

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138415B2
Source datasetuspto-grants-2006_11
ORD IDord-8ae31d6c670b47b5a7bac730ffc0ea24
Source noteuspto-grants-2006_11