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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362424Generated: October 27, 2026

1,2-Dichloroethane → HCID 86606147, compound

https://huagongshe.com/reaction/1362424

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-Methyl-1-(3-methyl-1H-indol-2-YL)methanamineHCID 26722512—
Reactant(E)-3-(6-aminopyrid-3-yl)acrylic acid hydrochlorideHCID 66967187—
SolventWaterHCID 962—
ProductHCID 86606147HCID 8660614723%

Reaction Steps

EDC (438 mg, 1.1 mmol) was added to a solution of N-methyl-(3-methyl-1H-indol-2-yl)methanamine (170 mg, 0.9 mmol), (E)-3-(6-aminopyrid-3-yl)acrylic acid hydrochloride (176 mg, 1.0 mmol), HOBT.H2O (130 mg, 0.9 mmol) and DIPEA (0.58 mL, 2.7 mmol) in dry DMF (5 mL). After stirring overnight, water was added. The precipitate that formed was washed with ethyl acetate and dried to afford the title compound (65 mg, 23%). 1H NMR (300 MHz, DMSO-d6) δ 10.75-0.54 (rotamers, s, 1H), 8.15 (d, J=7.2 Hz, 1H), 7.94 (s, 1H), 7.84 (d, J=7.7 Hz, 1H), 7.40 (d, J=7.0 Hz, 1H), 7.31 (d, J=7.9 Hz, 1H), 7.02-6.97 (m, 2H), 6.47-6.41 (m, 2H), 5.01-4.85 (rotamers, s, 2H), 4.72 (s, 3H), 2.23 (s, 3H); MS (ESI): m/e 321.3 (C19H20N4O+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879872B2
Source datasetuspto-grants-2011_02
ORD IDord-5095817f41b346bc8b20a00fd7846c98
Source noteuspto-grants-2011_02