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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640179Generated: October 30, 2026

Diisopropylethylamine → HCID 86613294, compound

https://huagongshe.com/reaction/1640179

Reaction equation

Participants

RoleNameHCIDCharge
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—
Reactant7-({2-[(Cyclopropylcarbonyl)amino]pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acidHCID 58902231—
Reactanttert-butyl N-{[3-amino-5-(trifluoromethyl)phenyl]methyl}carbamateHCID 59735029—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86613294HCID 8661329470.7%

Reaction Steps

To a solution of 7-({2-[(cyclopropylcarbonyl)amino]pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid (3.03 g, 8.61 mmol) in DMF (75 mL), was added DIPEA (4.50 mL, 25.8 mmol) and HATU (4.91 g, 12.9 mmol). The reaction mixture was allowed to stir at rt for 30 min, and then tert-butyl [3-amino-5-(trifluoromethyl)benzyl]carbamate (2.50 g, 8.61 mmol) was added. The reaction mixture was allowed to stir for 18 h. Water was added and the precipitate was filtered, washed with water and hexane and dried under vacuum. The residue was purified by column chromatography to give tert-butyl [3-({[7-({2-[(cyclopropylcarbonyl)amino]pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalen-2-yl]carbonyl}-amino)-5-(trifluoromethyl)benzyl]carbamate (3.80 g, 70.6%) as a yellow solid. LCMS: (FA) ES+ 625.6, ES− 623.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110687B2
Source datasetuspto-grants-2012_02
ORD IDord-1201cbb113c74861b174915ef3a328be
Source noteuspto-grants-2012_02