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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1671768Generated: November 1, 2026

Dimethylformamide → HCID 178508802, compound

https://huagongshe.com/reaction/1671768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-(Trifluoromethyl)benzylamineHCID 76447—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178508803HCID 178508803—
SolventEthyl AcetateHCID 8857—
ProductHCID 178508802HCID 17850880258%

Reaction Steps

HATU (17.4 mg, 0.046 mmol, 1.1 equivalents) in DMF (0.2 ml) was added to the solution of cis-4-(4-amino-6-(azepan-1-yl)-1,3,5-triazin-2-ylamino)cyclohexanecarboxylic acid (13.9 mg, 0.042 mmol, 1 equivalent) in DMF (1 ml), followed by adding DIEA (18.1 ul, 0.104 mmol, 2.5 equivalents). 2-(trifluoromethyl)-benzenemethanamine (9.54 mg, 0.05 mmol, 1.2 equivalents) in DMF (0.1 ml) was added. The reaction solution was stirred at room temperature for 2 hrs. LC-MS showed the reaction has completed. The reaction was diluted with EtOAc (2 ml), which was further washed with water (2×1.5 ml). The organic layer was dried and purified by RP-HPLC (Luna 5μ C8(2), 100×21 mm, 25-80% CH3CN/H2O, 0.1% TFA, 20 min) to give the desired product (12.2 mg, 58%). MS (ES+): m/e 508.4 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994317B2
Source datasetuspto-grants-2011_08
ORD IDord-9c316100cc8d47f2bba9bd8eb198000d
Source noteuspto-grants-2011_08