N-methyl-4-(piperazin-1-yl)benzamide → HCID 66716999, compound

Participants

Role	Name	HCID	Charge
Reactant	N-methyl-4-(piperazin-1-yl)benzamide	HCID 28749530	—
Reactant	8-Ethoxy-2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde	HCID 71813482	—
Product	HCID 66716999	HCID 66716999	—

Reaction Steps

Using 398B and N-methyl-4-(piperazin-1-yl)benzamide 282 in the general procedure for reductive aminations, the title compound was obtained as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.32 (t, J=7.07 Hz, 3H) 1.37-1.44 (m, 3H) 2.41-2.49 (m, 4H) 2.74 (d, J=4.55 Hz, 3H) 3.24 (d, J=5.05 Hz, 4H) 3.40 (s, 2H) 3.98-4.12 (m, 2H) 4.55-4.65 (m, 1H) 6.51 (d, J=1.77 Hz, 1 H) 6.63 (d, J=1.77 Hz, 1H) 6.94 (d, J=8.84 Hz, 2H) 7.70 (d, J=8.84 Hz, 2H) 8.14 (q, J=4.72 Hz, 1H) 10.57 (s, 1H). ESI-MS: m/z 439.4 (M+H)+. mp 228.2-233.0° C.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08669249B2
Source dataset	uspto-grants-2014_03
ORD ID	ord-482f5f56d8bf40aa8e1c5fe297e53ad5
Source note	uspto-grants-2014_03