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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914129Generated: October 30, 2026

(R)-1-methylpiperidin-3-amine → HCID 25254938, compound

https://huagongshe.com/reaction/914129

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-1-methylpiperidin-3-amineHCID 7446917—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acidHCID 25253680—
ProductHCID 25254938HCID 25254938—

Reaction Steps

The title compound was synthesized from 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid as described in the General procedure for amide bond synthesis using HATU and (R)-1-methylpiperidin-3-amine. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.15-1.26 (m, 2H) 1.29-1.46 (m, 3H) 1.55-1.73 (m, 5H) 1.75-1.90 (m, 6H) 2.17 (s, 3H) 2.63-2.69 (m, 1H) 2.78-2.84 (m, 1H) 3.31 (s, 3H) 3.90-4.01 (m, 1H) 3.94 (s, 3H) 4.06 (t, J=12.63 Hz, 2H) 4.41-4.51 (m, 1H) 7.47 (dd, J=8.46, 1.64 Hz, 1H) 7.51 (d, J=1.77 Hz, 1H) 7.91 (s, 1H) 8.09 (d, J=8.08 Hz, 1H) 8.21 (s, 1H) 8.27 (d, J=8.32 Hz, 1H). [M+H] calc'd for C28H37F2N7O3 558. found 558.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026234B2
Source datasetuspto-grants-2011_09
ORD IDord-287edf4aecdf4222bdfed689db106d79
Source noteuspto-grants-2011_09