Succinic Acid → (E)-3-(3,4-dihydro-2H-pyrido[3,2-b]-1,4-oxazin-7-yl)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)acrylamide

Participants

Role	Name	HCID	Charge
Reactant	Succinic Acid	HCID 1110	—
Reactant	N-Methyl-N-[(2-methyl-1H-indol-3-yl)methyl]amine	HCID 10954023	—
Reactant	1-Methyl-3-(methylaminomethyl)indole	HCID 10986778	—
Reactant	(E)-3-(3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)acrylic acid	HCID 22139122	—
Reactant	(e)-3-(2-Oxo-2,3-dihydro-1h-indol-5-yl)acrylic acid hydrochloride salt	HCID 66905016	—
Product	(E)-3-(3,4-dihydro-2H-pyrido[3,2-b]-1,4-oxazin-7-yl)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)acrylamide	HCID 10044193	83.3%

Reaction Steps

According to the procedure of Example 4, except substituting (E)-3-(3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)acrylic acid (0.11 g, 0.53 mmole), from Preparation 7, for the (E)-3-(2-oxo-2,3-dihydro-1H-indol-5-yl)acrylic acid hydrochloride salt, and substituting 1-methyl-3-(methylaminomethyl) indole (0.10 g, 0.59 mmole) for the 2-methyl-3-(methylaminomethyl)-1H-indole, the title compound (0.16 g, 82%) was prepared as a light yellow solid: MS (ES) m/e363 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07049310B2
Source dataset	uspto-grants-2006_05
ORD ID	ord-847a5fea0a2b4e268ca09f93223264e4
Source note	uspto-grants-2006_05