Acetic Acid → (R)-1-(4-butylbenzyl)-3-[[N-(3-trifluoromethylbenzoyl)glycyl]amino]pyrrolidine

참여 물질

역할	이름	HCID	투입량
반응물	Acetic Acid	HCID 176	—
반응물	4-Butylbenzaldehyde	HCID 70988	—
반응물	Sodium cyanoborohydride	HCID 5003444	—
반응물	(R)-N-(2-oxo-2-(pyrrolidin-3-ylamino)ethyl)-3-(trifluoromethyl)benzamide	HCID 59556069	—
용매	Methanol	HCID 887	—
생성물	(R)-1-(4-butylbenzyl)-3-[[N-(3-trifluoromethylbenzoyl)glycyl]amino]pyrrolidine	HCID 53713927	—

반응 조건

온도	60 °C

반응 단계

Acetic acid (0.060 mL) was added to a mixture of (R)-3-[N-[3-(trifluoromethyl)benzoyl]glycyl]aminopyrrolidine (0.050 mL) with 4-butylbenzaldehyde (0.18 mmol), NaBH3CN (0.23 mmol) and methanol (1.85 mL). The resulting reaction mixture was stirred at 60° C. for 12 hours, cooled to room temperature, loaded onto a Varian™ SCX column and washed with methanol (15 mL). The obtained crude product was eluted with a solution of 2 M NH3 in methanol (5 mL) and concentrated to thereby afford (R)-1-(4-butylbenzyl)-3-[[N-(3-trifluoromethylbenzoyl)glycyl]amino]pyrrolidine (Compd. No. 1648) (20.6 mg, 89%). The purity was determined by RPLC/MS (91%). ESI/MS m/e 462.2 (M++H, C25H30F3N3O2).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07390830B1
출처 데이터셋	uspto-grants-2008_06
ORD ID	ord-47304ef1add247eb94257c007d3114db
출처 메모	uspto-grants-2008_06