1-(Cyclopropylmethyl)piperazine → HCID 57955538, compound

Participants

Role	Name	HCID	Charge
Reactant	1-(Cyclopropylmethyl)piperazine	HCID 965875	—
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-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	HCID 25253679	—
Product	HCID 57955538	HCID 57955538	—

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 as described in the general procedure for amide bond synthesis using HATU and 1-(cyclopropylmethyl)piperazine. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.07 (d, J=4.55 Hz, 2 H) 0.45 (d, J=8.08 Hz, 2 H) 0.75-0.87 (m, 1 H) 1.47-1.77 (m, 6 H) 1.92 (br. s., 2 H) 2.20 (d, J=6.57 Hz, 2 H) 2.32-2.43 (m, 2 H) 3.22-3.31 (m, 2 H) 3.64 (br. s., 2 H) 3.88 (s, 3 H) 4.06 (t, J=13.77 Hz, 3 H) 4.70-4.84 (m, 1 H) 6.97 (d, J=6.06 Hz, 1 H) 8.04 (s, 1 H) 8.16 (d, J=11.87 Hz, 1 H) 8.28 (s, 1 H). [M+H] calculated for C29H36F3N7O3, 588; found 588.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08318727B2
Source dataset	uspto-grants-2012_11
ORD ID	ord-f3a5a1a12a2849e88cd9e35567a90319
Source note	uspto-grants-2012_11