1-Hydroxybenzotriazole → HCID 90031702, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Cyclopropaneacetic acid	HCID 138440	—
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	3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine	HCID 90030300	—
Reactant	3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine	HCID 90030931	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 90031702	HCID 90031702	—

Reaction Steps

Using similar reaction conditions as described in step-ii of example-124, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (step 1 compound of example 137) (75 mg, 0.123 mmol) was coupled with 2-cyclopropylacetic acid (19 mg, 0.185 mmol) using HATU (70 mg, 0.185 mmol), HOBt (25 mg, 0.185 mmol) and DIPEA (48 mg, 0.37 mmol) in DMF (3 mL) to get 80 mg (95.2.0%) yield of the title compound. MS: m/z=690.6 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09353107B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-a359c256ac934a67885ff251584e4af5
Source note	uspto-grants-2016_05