홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Heptane → CCR3 antagonist 1

HRID 1660697
노트
인쇄 미리보기

반응식

HRID 1660697 반응식
C([O:3][C:4]([CH2:6][C:7]1[N:8]=[C:9]([SH:12])[S:10][CH:11]=1)=[O:5])C.[OH-].[Na+].[Cl:15][C:16]1[CH:17]=[C:18]([CH:32]=[CH:33][C:34]=1[Cl:35])[CH2:19][N:20]1[CH2:25][CH2:24][O:23][C@@H:22]([CH2:26][NH:27][C:28](=[O:31])[CH2:29]Cl)[CH2:21]1.CCCCCCC>O.C(O)(C)(C)C.COC(C)(C)C>[C:4]([CH2:6][C:7]1[N:8]=[C:9]([S:12][CH2:29][C:28]([NH:27][CH2:26][C@@H:22]2[O:23][CH2:24][CH2:25][N:20]([CH2:19][C:18]3[CH:32]=[CH:33][C:34]([Cl:35])=[C:16]([Cl:15])[CH:17]=3)[CH2:21]2)=[O:31])[S:10][CH:11]=1)([OH:3])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 8900HeptaneHCID 14798Sodium HydroxideHCID 57686783(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamideHCID 178470768HCID 178470768, 화합물

생성물 1

HCID 11684581CCR3 antagonist 1

시약·촉매·용매 3

HCID 962Water용매2회
HCID 6386tert-Butanol용매
HCID 15413tert-Butyl methyl ether용매

실험 절차

4-Ethoxycarbonylmethyl-2-mercaptothiazole (70.14 g) was dissolved in a mixed solution of water (300 ml) and tert-butanol (250 ml), sodium hydroxide (29.46 g) was added on a water bath, and the mixture was stirred for 1.5 hr. To the reaction mixture was added a solution of (2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide obtained in the above-mentioned 1-1 in tert-butyl methyl ether, and the mixture was stirred at 65° C. for 6 hr. n-Heptane (50 ml) and water (50 ml) were added to the reaction mixture, and the mixture was cooled to room temperature. The reaction mixture was stood still and partitioned, and the aqueous layer was further washed with a mixed solvent of tert-butyl methyl ether (200 ml)/n-heptane (20 ml). 6N Hydrochloric acid (60 ml) was added to the aqueous layer, and the mixture was extracted with ethyl acetate (750 ml) and further extracted twice with a mixed solvent of ethyl acetate (175 ml)/tert-butanol (20 ml). The obtained organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give a crude product (181 g) of compound 1-2.

후처리

  1. additionwas added on a water bath
  2. stirringthe mixture was stirred at 65° C. for 6 hr
  3. custompartitioned
  4. washthe aqueous layer was further washed with a mixed solvent of tert-butyl methyl ether (200 ml)/n-heptane (20 ml)
  5. addition6N Hydrochloric acid (60 ml) was added to the aqueous layer
  6. extractionthe mixture was extracted with ethyl acetate (750 ml)
  7. extractionfurther extracted twice with a mixed solvent of ethyl acetate (175 ml)/tert-butanol (20 ml)
  8. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
  9. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-00e3972b69d449f6a3869f87fadf1892
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030303B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트