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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529741Generated: November 1, 2026

Diisopropylethylamine → HCID 178453004, compound

https://huagongshe.com/reaction/529741

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—
ReactantHCID 66851504HCID 66851504—
ReactantHCID 118522324HCID 118522324—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178453004HCID 17845300476,939.602%

Reaction Steps

To a solution of compound 2-tert-butoxycarbonylamino-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2.78 g, 0.01 mol) in DMF (40 mL) was added DIPEA (3.9 g, 0.03 mol), HATU (3.8 g, 0.01 mol) and 5-(5-chloro-2-difluoromethoxyphenyl)-1H-pyrazol-4-ylamine (2.6 g, 0.01 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into water and the precipitate was collected to give the target compound as a solid (4 g, 77%). LCMS (Method 7) [M+Na]+=541.9, RT=1.20 min. 1H NMR (400 MHz, DMSO-d6) δ: (ppm) 13.13 (s, 1H), 9.58 (s, 2H), 9.2 (dd, 1H, J=7.2, 1.6 Hz), 8.58 (d, 1H, J=2), 8.27 (s, 1H), 7.60 (m, 2H), 7.23-7.04 (m, 3H), 1.48 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346815B2
Source datasetuspto-grants-2016_05
ORD IDord-b4de891ecfbd4187bac92a7221c89e9b
Source noteuspto-grants-2016_05