Hydrochloric Acid → 4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

HRID 1082297

반응식

HRID 1082297 반응식
[CH2:1]([OH:5])[CH2:2][CH2:3][OH:4].[H-].[Na+].[C:8]([C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][C:22]2[C:27]([O:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=3)=[C:26](Cl)[N:25]=[CH:24][N:23]=2)(=[O:20])=[O:19])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9].Cl>>[C:8]([C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][C:22]2[C:27]([O:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([O:35][CH3:36])[CH:30]=3)=[C:26]([O:4][CH2:3][CH2:2][CH2:1][OH:5])[N:25]=[CH:24][N:23]=2)(=[O:20])=[O:19])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 104421,3-PropanediolHCID 24758Sodium hydrideHCID 15391273p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide

생성물 1

HCID 196894894-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide

실험 절차

To 1,3-propanediol (7 ml) is added sodium hydride (60% dispersion-type, 312 mg), and thereto is added 4-tert-butyl-N-{6-chloro-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (707 mg). The reaction mixture is reacted at 90° C. for two hours, and then reacted at 130° C. for one hour. The reaction solution is acidified with 10% hydrochloric acid, and extracted with ethyl acetate, and the ethyl acetate layer is washed, dried, and concentrated to dryness under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and crystallized from ethyl acetate/diisopropyl ether to give 4-tert-butyl-N-{6-(3-hydroxypropyloxy)-5-(3-methoxyphenoxy)pyrimidin-4-yl}benzenesulfonamide (315 mg) as crystals.

후처리

  1. customThe reaction mixture is reacted at 90° C. for two hours
  2. customreacted at 130° C. for one hour
  3. extractionextracted with ethyl acetate
  4. washthe ethyl acetate layer is washed
  5. customdried
  6. concentrationconcentrated to dryness under reduced pressure
  7. customThe residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
  8. customcrystallized from ethyl acetate/diisopropyl ether

출처 및 근거

ORD 기록
ord-f8804cd0a77c42d3b58f2c66bcac06ac
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05589478

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