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Methanol → 6-methyl-5-[2-(4-{[4-(1h-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one

HRID 2173435
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HRID 2173435 반응식
[CH3:1][C:2]1[C:3]([CH2:12][CH:13]=O)=[CH:4][C:5]2[CH2:9][O:8][C:7](=[O:10])[C:6]=2[CH:11]=1.Cl.[N:16]1([C:21]2[CH:26]=[CH:25][C:24]([CH2:27][C:28]([N:30]3[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]3)=[O:29])=[CH:23][CH:22]=2)[CH:20]=[N:19][N:18]=[N:17]1.C([BH3-])#N.[Na+].CO>C(O)(=O)C>[CH3:1][C:2]1[C:3]([CH2:12][CH2:13][N:33]2[CH2:32][CH2:31][N:30]([C:28](=[O:29])[CH2:27][C:24]3[CH:23]=[CH:22][C:21]([N:16]4[CH:20]=[N:19][N:18]=[N:17]4)=[CH:26][CH:25]=3)[CH2:35][CH2:34]2)=[CH:4][C:5]2[CH2:9][O:8][C:7](=[O:10])[C:6]=2[CH:11]=1
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참가 물질

6

반응물 4

HCID 887MethanolHCID 5003444Sodium cyanoborohydrideHCID 675172361-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochlorideHCID 772306752-(6-methyl-1-oxo-3H-2-benzofuran-5-yl)acetaldehyde

생성물 1

HCID 573312106-methyl-5-[2-(4-{[4-(1h-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a flask charged with (6-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)acetaldehyde (100 mg, 0.53 mmol) was added 1-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazine hydrochloride (162 mg, 0.53 mmol), sodium cyanoborohydride (165 mg, 2.6 mmol), methanol (10 mL), and a drop of acetic acid. The mixture was allowed to stir at RT for 16 hours. LC showed formation of the desired product. The solvent was removed under reduced pressure. The residue was redissolved in DMSO-water, and purified by mass-directed HPLC. LC/MS: (1E, m/z) (M+1)+=447.3;

출처 및 근거

ORD 기록
ord-c5f08645aa194c54a57e7eaa37f668bb
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09056859B2

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