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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880003Generated: October 27, 2026

1,2-Dichloroethane → HCID 24891560, compound

https://huagongshe.com/reaction/1880003

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-Methyl-1-(3-methyl-1H-indol-2-YL)methanamineHCID 26722512—
ReactantHCID 68410443HCID 68410443—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 24891560HCID 2489156082.6%

Reaction Steps

EDC (402 mg, 1.0 mmol) was added to a solution of N-methyl(3-methyl-1H-indol-2-yl)methanamine (135 mg, 0.7 mmol), (E)-3-(3,3-dimethyl-4-oxo-2,3,4,5-tetrahydropyrido[3,2-b][1,4]oxazepin-8-yl)acrylic acid hydrochloride (240 mg, 0.8 mmol), HOBT.H2O (101 mg, 0.7 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 (234 mg, 79%). 1H NMR (300 MHz, DMSO-d6) δ 10.62-10.58 (rotamers, s, 1H), 10.09 (s, 1H), 8.26 (s, 1H), 7.89 (s, 1H), 7.51-7.49 (m, 2H), 7.28 (t, J=8.0 Hz, 1H), 7.03-6.90 (m, 3H), 4.90-4.73 (rotamers, s, 2H), 4.05 (s, 3H), 2.23 (s, 3H), 1.17 (s, 6H); MS (ESI): m/e 419.4 (C24H26N4O3+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318720B2
Source datasetuspto-grants-2012_11
ORD IDord-f9ff2e226e4749d0b166e4c02aa3e4f4
Source noteuspto-grants-2012_11