Diisopropylethylamine → HCID 86621913, compound

https://huagongshe.com/reaction/1984552

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
Reactant	(7S)-7-Amino-5,7-dihydro-6H-dibenzo[b,d]azepin-6-one	HCID 25067537	—
Reactant	HCID 57434481	HCID 57434481	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 86621913	HCID 86621913	—

Reaction Steps

A solution of 135 mg (0.60 mmol) (S)-7-amino-5H,7H-dibenzo[b,d]azepin-6-one, and 154 mg (0.60 mmol) (R or S )-2-hydroxy-2-(3,3,3-trifluoro-propylcarbamoyl)-pentanoic acid, entity A, in 10 ml tetrahydrofuran were cooled to 0° C. and 93.8 mg (0.60 mmol) 1-hydroxy-benzotriazole hydrate, 210 μl (1.20 mmol) diisopropylethylamine and 117 mg (0.60 mmol) N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride were added. Stirring was continued overnight. Removal of the solvent by distillation and chromatography on silicagel with ethylacetate/heptane (gradient 10:90 to 100:0) yielded 218 mg (78%) (R or S)-2-hydroxy-N-((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-propyl-N-(3,3,3-trifluoro-propyl)-malonamide, entity A: MS (m/e): 462.0 (M−H)−.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07544679B2
Source dataset	uspto-grants-2009_06
ORD ID	ord-54a20cfdf3444bc1814a2c1084a61e8d
Source note	uspto-grants-2009_06