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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047567Generated: October 30, 2026

1,2-Dichloroethane → HCID 178521726, compound

https://huagongshe.com/reaction/1047567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantCyclopropanecarboxylic acidHCID 15655—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178507237HCID 178507237—
SolventDimethylformamideHCID 6228—
ProductHCID 178521726HCID 17852172657.1%

Reaction Steps

3-(5-Morpholino-1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine (30 mg, 0.072 mmol), 1H-benzo[d][1,2,3]triazol-1-ol (14.53 mg, 0.108 mmol), EDC (20.61 mg, 0.108 mmol) and sodium bicarbonate (6.02 mg, 0.072 mmol) was added to a solution of cyclopropanecarboxylic acid (6.17 mg, 0.072 mmol) in DMF (6 mL). The reaction mixture was stirred at room temperature for 24 h, and then the solvent was removed in vacuo. Purification by flash column chromatography (6% CH3OH/CH2Cl2) afforded the title compound (20 mg) as a solid. 1H NMR: (400 MHz, CD3OD): δ 8.47 (d, 1H, J=1.6 Hz), 7.75 (dd, 1H, J=2.0 and 9.2 Hz), 7.67 (d, 1H, J=8.8 Hz), 7.55 (d, 1H, J=8.4 Hz), 7.14 (m, 1H), 7.05 (dd, 1H, J=2.0 and 8.4 Hz), 5.86 (dd, 1H, J=2.4 and 9.6 Hz), 3.98 (m, 1H), 3.87 (m 4H), 3.81 (m, 1H), 3.16 (m, 4H), 2.64 (m, 1H), 2.14 (m, 2H), 1.81 (m, 2H), 1.71 (m, 2H), 0.99 (m, 2H), 0.88 (m, 2H); ESI-MS [M+H]+:487.22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569511B2
Source datasetuspto-grants-2013_10
ORD IDord-68314b40ffb74a22a677d9f79660871e
Source noteuspto-grants-2013_10