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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706329Generated: October 30, 2026

Formic Acid → HCID 178463823, compound

https://huagongshe.com/reaction/706329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant1,2-DiaminocyclohexaneHCID 4610—
ReactantThionyl ChlorideHCID 24386—
ReactantCesium fluorideHCID 25953—
ReactantHCID 57488496HCID 57488496—
CatalystCopper iodideHCID 83717—
ProductHCID 178463823HCID 178463823—

Reaction Steps

The compound was synthesized according to method 6 starting from tert-butyl (R)-1-(4-(diethylamino)phenyl)-2-hydroxyethylcarbamate (0.500 g, 21.623 mmol), thionyl chloride (0.95 mL, 12.98 mmol, 4-bromol, 2-diamino benzene (219 mg, 1.175 mmol), cesium fluoride (324 mg, 2.136 mmoles) and copper iodide (30 mg, 0.160 mmoles), 1,2-diaminocyclohexane (0.02, 0.1602 mmoles), formic acid (5 mL). Yield: 0.05 g (0.6%). MS m/z 351.4 (M+H)+; 1H-NMR (400 MHz, DMSO-d6): δ 12.44 (d, 1H); 8.17 (d, 1H); 7.56-7.13 (m, 5H); 6.55 (d, 2H); 5.54 (t, 1H); 4.75 (t, 1H); 4.09 (t, 1H); 3.39-3.20 (m, 4H); 1.23-0.98 (m, 6H), HPLC (λ=214 nm, [A]: rt 6.04 min (97.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09173885B2
Source datasetuspto-grants-2015_11
ORD IDord-5adf3b0825f541da83d61f32fe67a562
Source noteuspto-grants-2015_11