Hydrochloric Acid → [3-(2-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-5-fluoro-2-(methyloxy)phenyl]acetaldehyde

HRID 1942651노트

반응식

HRID 1942651 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[S:13][C:14]([C:17]3[CH:22]=[C:21]([F:23])[CH:20]=[C:19](/[CH:24]=[CH:25]/[O:26]C)[C:18]=3[O:28][CH3:29])=[CH:15][N:16]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].Cl>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[S:13][C:14]([C:17]3[C:18]([O:28][CH3:29])=[C:19]([CH2:24][CH:25]=[O:26])[CH:20]=[C:21]([F:23])[CH:22]=3)=[CH:15][N:16]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 584941732-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-5-{5-fluoro-2-(methyloxy)-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,3-thiazole

생성물 1

HCID 58494083[3-(2-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-5-fluoro-2-(methyloxy)phenyl]acetaldehyde수율 93%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
70 °C

실험 절차

To a mixture of 2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-5-{5-fluoro-2-(methyloxy)-3-[(E)-2-(methyloxy)ethenyl]phenyl}-1,3-thiazole (D79) (100 mg) in tetrahydrofuran (THF) (20 mL) under nitrogen was added HCl (0.5 mL). The reaction was heated to 70° C. for 2 h. The mixture was filtered and the filtrate was concentrated to give the crude product [3-(2-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-5-fluoro-2-(methyloxy)phenyl]acetaldehyde (D80) (90 mg) as a brown oil. MS (ES): C21H19ClFNO3S requires 419. found 420.1 (M+H+).

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-cb9e952ad38b4ce4a82fa1b0a9763c73
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389508B2

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