Triethylamine → benzoic acid N'-[2-(2-sec-butyl-phenoxy)-acetyl]-N'-isopropyl-hydrazide

HRID 2250936

反応式

[CH:1]([C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH2:8][C:9]([OH:11])=O)([CH2:3][CH3:4])[CH3:2].[CH:16]([NH:19][NH:20][C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:18])[CH3:17].C(N(CC)CC)C.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>CN(C=O)C>[CH:1]([C:5]1[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=1[O:7][CH2:8][C:9]([N:19]([CH:16]([CH3:18])[CH3:17])[NH:20][C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:11])([CH2:3][CH3:4])[CH3:2]

参加物

実験手順

A solution of (2-sec-butyl-phenoxy)-acetic acid (193 mg, 0.93 mmol), and benzoic acid N′-isopropyl-hydrazide (150 mg, 0.842 mmol) in DMF (5 ml), was treated with triethylamine (0.352 ml, 2.52 mmol), HOBT (136 mg, 1.00 mmol), and EDCI (194 mg, 1.00 mmol) for 12 hours at room temperature. The reaction mixture was partitioned between 1N HCl and DCM. The organic layer was successively washed with 1N NaOH and brine, then dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with 50% ethyl acetate/hexanes to afford the product as a white solid (113 mg, 33%). MS m/e 369.32 (M+H+)

後処理

customThe reaction mixture was partitioned between 1N HCl and DCM
washThe organic layer was successively washed with 1N NaOH and brine
dry with materialdried over sodium sulfate
filtrationfiltered
concentrationconcentrated
customThe crude was absorbed on silica
custompurified on a silica gel column with 50% ethyl acetate/hexanes

出典と根拠

ORDレコード: ord-fcb937a1d1344f42b2833a0eaa607652
出典データセット: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07317125B2

反応式

参加物

反応物 5

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

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