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Cyclopentanol → Methyl 4-[(5,6-dichloro-2-{[4-(cyclopentyloxy)-phenyl]imino}-3-methyl-2,3-dihydro-1h-benzimidazol-1-yl)methyl]benzoate

HRID 1594523
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HRID 1594523 반응식
[Cl:1][C:2]1[C:30]([Cl:31])=[CH:29][C:5]2[N:6]([CH2:18][C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=3)[C:7](=[N:10][C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=3)[N:8]([CH3:9])[C:4]=2[CH:3]=1.[CH:32]1(O)[CH2:36][CH2:35][CH2:34][CH2:33]1.CC(OC(/N=N/C(OC(C)C)=O)=O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)Cl>[Cl:1][C:2]1[C:30]([Cl:31])=[CH:29][C:5]2[N:6]([CH2:18][C:19]3[CH:28]=[CH:27][C:22]([C:23]([O:25][CH3:26])=[O:24])=[CH:21][CH:20]=3)[C:7](=[N:10][C:11]3[CH:16]=[CH:15][C:14]([O:17][CH:32]4[CH2:36][CH2:35][CH2:34][CH2:33]4)=[CH:13][CH:12]=3)[N:8]([CH3:9])[C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 7298CyclopentanolHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 69418442Methyl 4-[(5,6-dichloro-2-{[4-(hydroxy)-phenyl]imino}-3-methyl-2,3-dihydro-1h-benzimidazol-1-yl)methyl]benzoate

생성물 1

HCID 69416804Methyl 4-[(5,6-dichloro-2-{[4-(cyclopentyloxy)-phenyl]imino}-3-methyl-2,3-dihydro-1h-benzimidazol-1-yl)methyl]benzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To the title compound of Example 20, Step A (0.03 mmol, 14 mg) in CH2Cl2 (0.6 mL) was added cyclopentanol (0.08 mmol, 7 μL), DIAD (0.06 mmol, 12 μL) and Ph3P (0.06 mmol, 16 mg). The reaction mixture was allowed to stand at ambient temperature for 16 h, then purified by chromatography on silica eluting with 10% and 25% EtOAc in hexanes to afford the product as a white solid. LC-MS (ESI, Method B): 2.12 min, m/z 524.2 (M+1).

후처리

  1. custompurified by chromatography on silica eluting with 10% and 25% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-3c10be5519c14ce1bcd0b404be86989f
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07301036B2

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