Diisopropylethylamine → HCID 90242256, compound

https://huagongshe.com/reaction/2202022

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	3-{[4-(tert-Butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid	HCID 2795521	—
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	1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol	HCID 16790720	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 90242256	HCID 90242256	95.1%

Reaction Conditions

Temperature	28 °C

Reaction Steps

The solution of 3-((4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid (100 mg, 0.31 mmol) and HATU (119 mg, 0.31 mmol) in DCM (10 mL) was stirred at 28° C. for 30 min. Then 1-amino-3-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-ol (64.4 mg, 0.31 mmol) and DIPEA (48.4 mg, 0.38 mmol) was added and the resulting solution was stirred at 28° C. for 16 h. The solution was concentrated and the residue was purified by column chromatography to give the crude title product (150 mg, Yield 94%). LCMS (m/z): 509.2 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09365519B2
Source dataset	uspto-grants-2016_06
ORD ID	ord-722af23bb8234f878cda41a695edfd57
Source note	uspto-grants-2016_06