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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880965Generated: October 30, 2026

Trifluoroacetic acid → HCID 57955563, compound

https://huagongshe.com/reaction/1880965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (3R)-3-aminopiperidine-1-carboxylateHCID 1501974—
Reactant4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-2-fluoro-5-methoxybenzoic acidHCID 25253679—
ProductHCID 57955563HCID 57955563—

Reaction Steps

The title compound was synthesized from 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-2-fluoro-5-methoxybenzoic acid and (R)-tert-butyl 3-aminopiperidine-1-carboxylate as described in the General procedure for amide bond synthesis. The Boc group was then deprotected using TFA. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.47 (m, 3 H) 1.61 (m, 9 H) 1.99 (s, 3 H) 2.73 (m, 1 H) 2.93 (m, 1 H) 3.92 (s, 4 H) 4.01-4.20 (t, J=14 Hz, 2 H) 4.82 (m, 1 H) 7.24 (d, J=6.8 Hz, 1 H) 7.71-7.90 (m, 1 H) 8.05 (s, 1 H) 8.14-8.38 (m, 2 H). [M+H] calc'd for C26H32F3N7O3, 548; found 548.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318727B2
Source datasetuspto-grants-2012_11
ORD IDord-90466a9787bc4619a0df205b31e0a480
Source noteuspto-grants-2012_11