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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222374Generated: October 30, 2026

Methylamine → HCID 42606323, compound

https://huagongshe.com/reaction/222374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
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 42606209HCID 42606209—
SolventDimethylformamideHCID 6228—
ProductHCID 42606323HCID 42606323—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 2-[({1-[(3,4-dichlorophenyl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}carbonyl)amino]-4-methyl-1,3-thiazole-5-carboxylic acid (Example 16) (0.15 g, 0.35 mmol), methylamine (96 μL, 2.46 mmol), HATU (0.268 g, 0.70 mmol) and DIPEA (80 μL, 0.46 mmol) in DMF was stirred at 40° C. overnight. The solvent was evaporated and the residue was washed with water and extracted with DCM (large volume). The organic phase was dried over sodium sulphate, filtered and concentrated. The residue was twice purified by flash chromatography eluting with DCM/MeOH (95/5) to give after crystallisation from ether the title compound as a white solid (33 mg, 21%). HRMS calculated for C17H16Cl2N6O2S (M+H)+439.0511, found: 439.0548, Rt: 2.69 min. MP: 218.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207204B2
Source datasetuspto-grants-2012_06
ORD IDord-e2b54b31b5e74cc78626b382ef3022c0
Source noteuspto-grants-2012_06