1-Amino-4-methylpiperazine → HCID 25253838, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Amino-4-methylpiperazine	HCID 81349	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	4-(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 acid	HCID 25253680	—
Product	HCID 25253838	HCID 25253838	—

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 1-amino 4-methylpiperazine. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.20-1.85 (m, 10 H) 2.18 (s, 3 H) 2.93 (br. s., 3 H) 3.22-3.47 (m, 7 H) 3.93 (s, 3 H) 4.06 (t, J=13.39 Hz, 2 H) 4.46 (m, 1 H) 7.44 (br. s., 1 H) 7.42 (d, J=8.84 Hz, 1 H) 7.90 (s, 1 H) 8.21 (s, 1 H) 8.27 (d, J=8.08 Hz, 1 H) 9.40 (s, 1 H). [M+H] calculated for C27H36F2N8O3, 559; found 559.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08318727B2
Source dataset	uspto-grants-2012_11
ORD ID	ord-fbf4453aac28486a971924e6daaeea12
Source note	uspto-grants-2012_11