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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222379Generated: October 30, 2026

Diisopropylethylamine → HCID 42606795, compound

https://huagongshe.com/reaction/222379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Methoxybenzothiazole-2-carboxamideHCID 539282—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 59583427HCID 59583427—
SolventDimethylformamideHCID 6228—
ProductHCID 42606795HCID 42606795—

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of 1-[(3,4-dichlorophenyl)methyl]-5-methyl-1H-1,2,3-triazol-4-amine (Intermediate 19) (0.1 g, 0.39 mmol), 6-(methyloxy)-1,3-benzothiazole-2-carboxamide (81 mg, 1 eq), HATU (0.192 g, 1.3 eq) and DIPEA (0.12 mL, 1.3 eq) in DMF (5 mL) was stirred at 45° C. for 48 hours. The solvent was evaporated and the residue was washed with water and extracted with DCM. The organic phase was dried over sodium sulphate, filtered and concentrated. The residue was purified by flash chromatography eluting with DCM/MeOH (99/1) to give after recrystallisation from acetonitrile the title compound as pink pale crystals (110 mg, 65%). HRMS calculated for C19H15Cl2N5O2S (M+H)+448.0402, found: 448.0406, Rt: 3.08 min. MP: 176° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207204B2
Source datasetuspto-grants-2012_06
ORD IDord-831e2ba1f1bb42c7b1cfdc89e6a090ca
Source noteuspto-grants-2012_06