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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → {1-[4-(Cyclohexyl-methyl-sulfamoyl)-benzyl]-5-fluoro-2-methyl-1H-indol-3-yl}-acetic acid

HRID 1364587
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반응식

HRID 1364587 반응식
C([O:3][C:4](=[O:17])[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([F:15])[CH:13]=2)[NH:8][C:7]=1[CH3:16])C.[H-].[Na+].Br[CH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([N:31]([CH:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)[CH3:32])(=[O:30])=[O:29])=[CH:24][CH:23]=1.Cl>CS(C)=O.O>[CH:33]1([N:31]([CH3:32])[S:28]([C:25]2[CH:26]=[CH:27][C:22]([CH2:21][N:8]3[C:9]4[C:14](=[CH:13][C:12]([F:15])=[CH:11][CH:10]=4)[C:6]([CH2:5][C:4]([OH:3])=[O:17])=[C:7]3[CH3:16])=[CH:23][CH:24]=2)(=[O:30])=[O:29])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 11665843Ethyl (5-fluoro-2-methyl-1H-indol-3-yl)acetateHCID 190232724-(bromomethyl)-N-cyclohexyl-N-methylbenzenesulfonamide

생성물 1

HCID 66936919{1-[4-(Cyclohexyl-methyl-sulfamoyl)-benzyl]-5-fluoro-2-methyl-1H-indol-3-yl}-acetic acid

시약·촉매·용매 2

HCID 679
Dimethyl Sulfoxide
용매
HCID 962Water용매

실험 절차

To a stirring suspension of (5-fluoro-2-methyl-1H-indol-3-yl)-acetic acid ethyl ester (100 mg, 0.43 mmol) in dry DMSO (1 ml), is added NaH (29 mg, 0.73 mmol). The reaction mixture is stirred at room temperature for 15 min after which time 4-bromomethyl-N-cyclohexyl-N-methyl-benzenesulfonamide (149 mg, 0.43 mmol) is added. Reaction mixture is diluted with water (10 ml) and treated with 1N HCl aq to acidic pH. The product is extracted in 1:1 EtOAc:Et2O (20 ml), washed with brine, dried (MgSO4) and evaporated in vacuo. The crude reaction mixture is purified by preparative MS-directed HPLC to afford the title compound; [M+H]+ 474.

후처리

  1. additionis added
  2. customReaction mixture
  3. extractionThe product is extracted in 1:1 EtOAc
  4. washEt2O (20 ml), washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customThe crude reaction mixture
  8. customis purified by preparative MS-directed HPLC

출처 및 근거

ORD 기록
ord-82bee586e0764ae5b51f84bb79c4f347
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07888383B2

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