Lithium methanolate → 2-(4-{3-[4-(Methanesulfonyl-methyl-amino)-phenyl]-3-oxo-E-propenyl}-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid

HRID 10723

반응식

HRID 10723 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH3:15])[S:11]([CH3:14])(=[O:13])=[O:12])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH:16]([C:18]1[C:30]([O:31][CH3:32])=[CH:29][C:21]([O:22][C:23]([CH3:28])([CH3:27])[C:24]([OH:26])=[O:25])=[C:20]([C:33]2[S:34][CH:35]=[CH:36][CH:37]=2)[CH:19]=1)=O.C[O-].[Li+]>CN(C=O)C.CO.O>[CH3:14][S:11]([N:10]([CH3:15])[C:7]1[CH:6]=[CH:5][C:4]([C:1](=[O:3])/[CH:2]=[CH:16]/[C:18]2[C:30]([O:31][CH3:32])=[CH:29][C:21]([O:22][C:23]([CH3:28])([CH3:27])[C:24]([OH:26])=[O:25])=[C:20]([C:33]3[S:34][CH:35]=[CH:36][CH:37]=3)[CH:19]=2)=[CH:9][CH:8]=1)(=[O:12])=[O:13]

참가 물질

7

반응물 3

HCID 4177230Lithium methanolateHCID 12994055N-(4-acetyl-phenyl)-N-methyl-methanesulfonamideHCID 219809942-(4-Formyl-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid

생성물 1

HCID 219809922-(4-{3-[4-(Methanesulfonyl-methyl-amino)-phenyl]-3-oxo-E-propenyl}-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A solution of N-(4-acetyl-phenyl)-N-methyl-methanesulfonamide (Ex-101A, 298 mg, 1.31 mmol) and 2-(4-formyl-5-methoxy-2-thiophen-2-yl-phenoxy)-2-methyl-propionic acid (Ex-47D, 400 mg, 1.20 mmol) in DMF (5.25 mL) and MeOH (2.25 mL) was treated with lithium methoxide (182 mg, 4.8 mmol) and stirred for 6 hours at room temperature under nitrogen atmosphere. The reaction mixture was diluted with water (25 mL) which was then extracted with isopropyl acetate (2×50 mL). The aqueous portion was collected and acidified to a pH of 3 with 3N HCl. The aqueous solution was then extracted with isopropyl acetate (2×50 mL).

후처리

  1. extractionwas then extracted with isopropyl acetate (2×50 mL)
  2. customThe aqueous portion was collected
  3. extractionThe aqueous solution was then extracted with isopropyl acetate (2×50 mL)

출처 및 근거

ORD 기록
ord-df81a26a90f141bbb39d4a69ebe31db6
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094801B2

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