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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050510Generated: October 26, 2026

Diisopropylethylamine → Hydrochloric Acid

https://huagongshe.com/reaction/1050510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBOPHCID 2724699—
Reactant(2E)-4-(Dimethylamino)-2-butenoic acidHCID 14805664—
Reactant(R)-5-(4-(morpholine-4-carbonyl)phenylamino)-3-(piperidin-3-ylamino)-1,2,4-triazine-6-carboxamide HCl saltHCID 118115258—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHydrochloric AcidHCID 313877.7%
ProductUS9656988, Example 66HCID 118114658—

Reaction Steps

To a solution of (R)-5-(4-(morpholine-4-carbonyl)phenylamino)-3-(piperidin-3-ylamino)-1,2,4-triazine-6-carboxamide HCl salt (47 mg, 0.10 mmol) in NMP (4 mL) was added (E)-4-(dimethylamino)but-2-enoic acid (50 mg, 0.30 mmol), DIEA (180 μL, 1.0 mmol) and then PyBOP (104 mg, 0.20 mmol). The mixture was stirred at RT for 2 h, quenched with TFA (0.2 mL), diluted with 2 mL water, and subjected to reverse phase preparative HPLC to isolate the title compound (80) as an HCl salt (32 mg). MS found for C26H35N9O4 as (M+H)+ 538.2, (M−H)− 536.3. UV: λ=246 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382246B2
Source datasetuspto-grants-2016_07
ORD IDord-e73d244c0fcd4451b3e64b072926db8f
Source noteuspto-grants-2016_07