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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047563Generated: October 30, 2026

1,2-Dichloroethane → HCID 178521728, compound

https://huagongshe.com/reaction/1047563

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant4,4-Difluorocyclohexanecarboxylic acidHCID 2779136—
ReactantHCID 136352262HCID 136352262—
SolventDimethylformamideHCID 6228—
ProductHCID 178521728HCID 17852172844.3%

Reaction Steps

4,4-Difluorocyclohexanecarboxylic acid (3.92 mg, 0.024 mmol), HOBt (4.84 mg, 0.036 mmol), EDC (6.87 mg, 0.036 mmol) and sodium bicarbonate (2.007 mg, 0.024 mmol) was added to a solution of 3-(6-morpholino-1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-amine (10 mg, 0.024 mmol) in DMF (5 mL). The reaction mixture was stirred at room temperature for 24 h after and then the solvent was removed in vacuo. Purification by flash column chromatography (6% CH3OH/CH2Cl2) afforded the title compound (6 mg) as a solid. 1H NMR: (400 MHz, CD3OD): δ 8.49 (s, 1H), 7.76-7.70 (m, 2H), 7.57 (d, 1H, J=8.8 Hz), 7.17 (m, 1H), 7.07 (dd, 1H, J=2.0 & 8.8 Hz), 5.90 (dd, 1H, J=2.0 and 9.6 Hz), 4.01 (m, 1H), 3.86 (m, 4H), 3.81 (m, 1H), 3.17 (m, 4H), 2.65 (m, 1H), 2.53 (m, 1H), 2.43 (m, 1H), 2.18-2.10 (m, 2H), 1.99 (m, 3H), 1.92-1.82 (m, 4H), 1.75 (m, 3H); ESI-MS [M+H]+: 565.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569511B2
Source datasetuspto-grants-2013_10
ORD IDord-035ab9aca50549c5b913087b0954e95c
Source noteuspto-grants-2013_10