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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047555Generated: October 31, 2026

1,2-Dichloroethane → HCID 178521725, compound

https://huagongshe.com/reaction/1047555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant2,2-Difluorocyclopropane-1-carboxylic acidHCID 2782823—
Reactant3-(6-(morpholinomethyl)-1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amineHCID 136352259—
SolventDimethylformamideHCID 6228—
ProductHCID 178521725HCID 17852172581%

Reaction Steps

2,2-Difluorocyclopropane carboxylic acid (3 mg, 0.024 mmol), HOBt (5 mg, 0.037 mmol), EDC (6.6 mg, 0.035 mmol) and sodium bicarbonate (2 mg, 0.024 mmol) were added to a solution of 3-(6-(morpholinomethyl)-1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine (10 mg, 0.023 mmol) in DMF (5 mL). The reaction mixture was stirred at room temperature for 24 h, and then the solvent was removed in vacuo. Purification by flash chromatography (6% CH3OH/CH2Cl2) yielded the title compound (10 mg) as a solid. 1H NMR: (400 MHz, CD3OD): δ 8.62 (s, 1H), 7.75-7.66 (m, 4H), 7.34 (d, 1H, J=8.0 Hz), 5.94 (dd, 1H, J=2.8 and 9.6 Hz), 4.01 (m, 3H), 3.85 (m, 1H), 3.77 (m, 4H), 2.81 (m, 4H), 2.68 (m, 1H), 2.18-2.10 (m, 3H), 1.91-1.83 (m, 3H), 1.71 (m, 2H); ESI-MS [M+H]+: 537.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569511B2
Source datasetuspto-grants-2013_10
ORD IDord-2f9e6299d09b4f4b910cfe2e145577e9
Source noteuspto-grants-2013_10