Methanol → (1RS,5RS)-4-(4-chlorobenzyl)-1-methyl-6-oxa-bicyclo[3,2,0]heptane-5-carboxyamide

HRID 922743노트

반응식

HRID 922743 반응식
ClC1C=CC(CC2[C:13]3([C:14]#[N:15])C(C)(CO3)CC2)=CC=1.COC([C:23]1([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)[CH2:27][CH2:26][C:25]([CH2:29]O)([CH3:28])[C:24]1=[O:31])=O.C[OH:41].[H-].[Na+]>O1CCCC1.O>[Cl:39][C:36]1[CH:35]=[CH:34][C:33]([CH2:32][CH:23]2[C:24]3([CH2:13][C:14]([NH2:15])=[O:41])[C:25]([CH3:28])([CH2:29][O:31]3)[CH2:26][CH2:27]2)=[CH:38][CH:37]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 24758Sodium hydrideHCID 672540121-(4-Chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxocyclopentanecarboxylic acid methyl esterHCID 86718265(1RS,5RS)-4-(4-chlorobenzyl)-1-methyl-6-oxa-bicyclo[3,2,0]heptane-5-carbonitrile

생성물 1

HCID 131734985(1RS,5RS)-4-(4-chlorobenzyl)-1-methyl-6-oxa-bicyclo[3,2,0]heptane-5-carboxyamide

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

In 7 ml of tetrahydrofuran, 703 mg of Compound 5-1 obtained in Production Example 9 of Example 1 was dissolved. To the solution thus obtained, 7 ml of methanol and 5 ml of 25% aqueous solution of sodium hydride were added, and the resulting mixture was refluxed in hot water bath of 80° C. for 5 hours. After the reaction, the solvent was distilled away, and the residue was then mixed with water.

후처리

  1. dissolutionwas dissolved
  2. customTo the solution thus obtained
  3. customAfter the reaction
  4. distillationthe solvent was distilled away
  5. additionthe residue was then mixed with water

출처 및 근거

ORD 기록
ord-4a8da9353554476d861acadc75d6fed8
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278966B2

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