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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776880Generated: November 2, 2026

1,2-Diaminocyclohexane, trans- → HCID 71295561, compound

https://huagongshe.com/reaction/1776880

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantHCID 86728275HCID 86728275—
SolventEthanolHCID 702—
ProductHCID 71295561HCID 7129556170.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 5-bromo-2-methoxynicotinimidate (6.1 g, 18.5 mmol) in EtOH (100 mL) was added trans-Cyclohexane-1,2-diamine (2.1 g, 18.5 mmol) at room temperature, the mixture was stirred at 80° C. for 12 hours. The solvent was removed and the resulting residue was washed with dichloromethane (50 mL*2), then dry to provide trans-2-(5-bromo-2-methoxypyridin-3-yl)-3a,4,5,6,7,7a-hexahydro-1H-benzo[d]imidazole (4 g, yield 70.2%). 1HNMR (400 MHz, CDCl3) δ 8.56 (d, J=2.4 Hz, 1H), 8.43 (s, J=2.4 Hz, 1H), 4.14 (s, 3H), 3.51˜3.53 (m, 2H), 2.45˜2.49 (m, 2H), 1.91˜1.93 (m, 2H), 1.61˜1.63 (m, 2H), 1.36˜1.41 (m, 2H), 1.25 (s, 1H). MS (M+H)+: 310/312.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265773B2
Source datasetuspto-grants-2016_02
ORD IDord-735de0ba8ca24e09b83e3268cd2cf283
Source noteuspto-grants-2016_02