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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922265Generated: November 1, 2026

Diisopropylethylamine → HCID 57725478, compound

https://huagongshe.com/reaction/1922265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantCyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-HCID 12228412—
ReactantHCID 23148836HCID 23148836—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium BicarbonateHCID 516892—
ProductHCID 57725478HCID 57725478—

Reaction Conditions

Temperature125 °C

Reaction Steps

To the solution of 7-bromo-2-chloro-6-methoxybenzo[d]thiazole (150 mg, 0.539 mmol, 1.0 eq) in 1 mL of NMP was added (1R,2R)-2-aminocyclohexanol hydrochloride (0.123 mg, 0.809 mmol, 1.5 eq) and DIPEA (263 μL, 1.503 mmol, 2.8 eq) at room temperature. The reaction mixture was stirred at 125° C. for 12 hours, thereafter the mixture was diluted with saturated sodium bicarbonate solution (ca. 100 mL) and aqueous layer extracted with ethyl acetate (ca. 200 mL×3). Combined organic layers were dried over sodium sulfate, filtered and condensed under reduced pressure to give crude product as brown oil which was sufficiently pure and was carried to next step without further purification. LC/MS (m/z) [359.0] (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173689B2
Source datasetuspto-grants-2012_05
ORD IDord-525dac8d98e2429bad5de5996b0c3773
Source noteuspto-grants-2012_05