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Trifluoroacetic acid → 2-(4-amino-1-(3,4-dimethoxyphenyl)butyl)-4-(4-((R)-1-phenylethyl)piperazin-1-yl)isoindoline-1,3-dione

HRID 606020
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HRID 606020 반응식
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH:11]([C:37]1[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:39]([O:45][CH3:46])[CH:38]=1)[N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[N:22]2[CH2:27][CH2:26][N:25]([C@@H:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH3:29])[CH2:24][CH2:23]2)[C:13]1=[O:36])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][CH2:8][CH2:9][CH2:10][CH:11]([N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[N:22]2[CH2:27][CH2:26][N:25]([C@@H:28]([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH3:29])[CH2:24][CH2:23]2)[C:13]1=[O:36])[C:37]1[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:39]([O:45][CH3:46])[CH:38]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 23627305tert-butyl 4-(3,4-dimethoxyphenyl)-4-(1,3-dioxo-4-(4-((R)-1-phenylethyl)piperazin-1-yl)isoindolin-2-yl)butylcarbamate

생성물 1

HCID 236272512-(4-amino-1-(3,4-dimethoxyphenyl)butyl)-4-(4-((R)-1-phenylethyl)piperazin-1-yl)isoindoline-1,3-dione수율 10.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 10-mL round bottom flask was charge with Compound 65 (0.15 g, 2.0 mmol) and dichloromethane (2.0 mL). Trifluoroacetic acid (0.5 mL) was added and the mixture was stirred at room temperature for 3 h. The mixture was concentrated in vacuo to give Compound 66 (113 mg) as a yellow solid. 1H NMR (300 MHz, CDCl3) δ 7.63-7.69 (m, 1H), 7.50-7.56 (m, 5H), 7.40-7.42 (m, 1H), 7.26-7.29 (m, 1H), 7.13-7.18 (m, 1H), 7.02-7.06 (m, 1H), 6.88-6.92 (m, 1H), 5.25 (q, J=7.0 Hz, 1H), 4.47 (q, J=6.8 Hz, 1H), 3.85 (s, 3H), 3.80 (s, 3H), 3.47-3.60 (m, 3H), 3.32-3.36 (m, 4H), 2.96-3.07 (m, 3H), 2.54-2.67 (m, 1H), 2.32-2.42 (m, 1H), 1.80 (d, J=6.8 Hz, 3H), and 1.64-1.69 (s, 2H); MS (ES+) 543 (M+1).

후처리

  1. concentrationThe mixture was concentrated in vacuo

출처 및 근거

ORD 기록
ord-c833e1b91eac474192ada6ffd0b01fd0
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915260B2

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