Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874814Generated: November 2, 2026

Diisopropylethylamine → HCID 59451593, compound

https://huagongshe.com/reaction/1874814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-{[3-(Aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrileHCID 59451392—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59451593HCID 5945159357.5%

Reaction Steps

HATU (91 mg, 0.24 mmol) was added to a solution of 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (50 mg, 0.16 mmol), 5-chloro-1H-indole-2-carboxylic acid (50 mg, 0.24 mmol) and DIPEA (0.042 ml, 0.24 mmol) in DMF (1.5 mL). After 1 h, the reaction mixture was diluted with ethyl acetate and water. A solid precipitated which was filtered, triturated with methanol and dried under vacuum to give the title compound (0.045 g, 57%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6): δ ppm 11.82 (s, 1H), 9.10 (s, 1H), 7.80 (s, 1H), 7.69 (s, 1H), 7.45-7.55 (m, 3H), 7.35-7.44 (m, 2H), 7.11-7.21 (m, 2H), 4.56 (d, 2H). MS: m/z 488 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-6e0c1b60f5a047a8b6c85703a609c73e
Source noteuspto-grants-2012_11