홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Trifluoroacetic acid → Trifluoroacetic acid

HRID 1951947
노트
인쇄 미리보기

반응식

HRID 1951947 반응식
[CH:1]([C:4]1[C:5]([C:15]2[O:19][N:18]=[C:17]([C:20]3[CH:37]=[CH:36][C:23]([CH2:24][N:25]4[CH2:28][CH:27]([C:29]([O:31]C(C)(C)C)=[O:30])[CH2:26]4)=[CH:22][CH:21]=3)[N:16]=2)=[N:6][O:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([CH3:3])[CH3:2].[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>ClCCl>[CH:1]([C:4]1[C:5]([C:15]2[O:19][N:18]=[C:17]([C:20]3[CH:37]=[CH:36][C:23]([CH2:24][N:25]4[CH2:28][CH:27]([C:29]([O-:31])=[O:30])[CH2:26]4)=[CH:22][CH:21]=3)[N:16]=2)=[N:6][O:7][C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)([CH3:3])[CH3:2].[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 66678392Tert-butyl 1-(4-(5-(4-isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

생성물 2

HCID 6422Trifluoroacetic acid수율 7.8%HCID 866614841-(4-(5-(4-Isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of the tert-butyl 1-(4-(5-(4-isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate in dichloromethane (0.5 mL) was added trifluoroacetic acid (0.5 mL), and the reaction mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated and purified by preparative HPLC [Prep HPLC: Column: PHENOMENEX® S10 30×100 mm; Gradient time: 10 min; Flow rate=40 ml/min; Solvent A=10% MeOH—90% Water—0.1% TFA; Solvent B=90% MeOH—10% water—0.1% TFA; Start % B=20; Final % B=100.] to yield 1-(4-(5-(4-isopropyl-5-(pyridin-2-yl)isoxazol-3-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidine-3-carboxylate, trifluoroacetic acid salt (2.03 mg, 3.47 mmol, 7.8%). The compound had an HPLC retention time=7.58 min.—Column: Xbridge Ph 3.5 u 4.6×150 mm; Gradient time: 12 min, hold for 3 minutes; Flow rate=2 ml/min; Solvent A=5% MeCN—95% Water—0.05% TFA; Solvent B=95% MeCN—5% water—0.05% TFA; Start % B=10; Final % B=100. LC-MS: M+1=446.3. 1H NMR (500 MHz, MeOD) δ ppm 1.44 (s, 3H), 1.46 (s, 3H), 3.68-3.76 (m, 1H), 4.19 (quin, J=7.15 Hz, 1H), 4.37-4.42 (m, 4H), 4.54 (s, 2H), 7.53 (ddd, J=7.49, 4.74, 1.24 Hz, 1H), 7.70 (d, J=8.25 Hz, 2H), 7.96-8.00 (m, 1H), 8.00-8.05 (m, 1H), 8.30 (d, J=8.25 Hz, 2H), and 8.79 (d, J=4.67 Hz, 1H).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by preparative HPLC [Prep HPLC
  3. custom10 min

출처 및 근거

ORD 기록
ord-66e64eb84e7045a1a1e57183f70f243b
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08404672B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트