6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(3,2-b)pyridine → 4-amino-7-methyl-8-(1H-pyrrolo[3,2-b]pyridin-6-yl)cinnoline-3-carboxamide

https://huagongshe.com/reaction/2203225

Participants

Role	Name	HCID	Charge
Reactant	6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(3,2-b)pyridine	HCID 24229270	—
Reactant	4-Amino-8-bromo-7-methylcinnoline-3-carboxamide	HCID 89825213	—
Product	4-amino-7-methyl-8-(1H-pyrrolo[3,2-b]pyridin-6-yl)cinnoline-3-carboxamide	HCID 89833464	—

Reaction Steps

The title compound was prepared in a manner similar to EXAMPLE 1 using 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[3,2-b]pyridine and 4-amino-8-bromo-7-methylcinnoline-3-carboxamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.40 (s, 3H), 6.84 (br s, 1 H), 6.93 (br s, 1 H), 7.85 (d, J=8.59 Hz, 1 H), 8.15 (br s, 1 H), 8.27-8.30 (m, 1 H), 8.35 (s, 1 H), 8.54 (d, J=8.59 Hz, 1 H), 8.58 (s, 1 H), 8.71 (br s, 1 H), 8.76 (s, 1 H); ESI-MS m/z [M+H]+ 319.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09365566B2
Source dataset	uspto-grants-2016_06
ORD ID	ord-b2f2ffad71c94bca8eac86413b356b64
Source note	uspto-grants-2016_06