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Oxalyl chloride → HCID 21947775, 화합물

HRID 2215157
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HRID 2215157 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([OH:11])=O)[C:6]([O:12][CH3:13])=[CH:5][C:4]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]([F:23])([F:22])[F:21].C(Cl)(=O)C(Cl)=O.[CH:30]1[CH:31]=[CH:32][N:33]2[CH2:39][C:38]3[CH:40]=[CH:41][CH:42]=[CH:43][C:37]=3[NH:36][CH2:35][C:34]=12.CCN(C(C)C)C(C)C>CCCCCC.C(OCC)(=O)C.CN(C)C=O>[CH3:13][O:12][C:6]1[CH:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]([F:23])([F:22])[F:21])[C:3]([O:2][CH3:1])=[CH:8][C:7]=1[C:9]([N:36]1[C:37]2[CH:43]=[CH:42][CH:41]=[CH:40][C:38]=2[CH2:39][N:33]2[CH:32]=[CH:31][CH:30]=[C:34]2[CH2:35]1)=[O:11]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 1554704810,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepineHCID 21947847HCID 21947847, 화합물

생성물 1

HCID 21947775HCID 21947775, 화합물수율 36.5%

시약·촉매·용매 3

HCID 6228
Dimethylformamide
용매
HCID 8058Hexane용매
HCID 8857Ethyl Acetate용매2회

실험 절차

The title compound was prepared in the manner of Example 31, Step A using 2,5-dimethoxy-2′-trifluoromethyl-[1,1′-biphenyl]-4-carboxylic acid of Step A (1.63 g, 5 mmol), oxalyl chloride (700 μL, 8 mmol), N,N-dimethylformamide (10 μL), 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine (0.93 g, 5 mmol) and Hünig's base (1.78 ml, 10 mmol). Flash chromatography over silica gel using a solvent gradient from 30% ethyl acetate in hexane to 100% ethyl acetate provided the title compound (0.900 g) as a solid. Recrystallization from acetonelhexane yielded white needles, m.p. 210–213° C.

출처 및 근거

ORD 기록
ord-eb352aa896244d20b4658b90dd69f900
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07109193B2

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