Sodium Hydroxide → (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5'-methoxy-2,3'-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethanol

HRID 510270노트

반응식

HRID 510270 반응식
C([O:7][CH2:8][C@@H:9]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])[C:10]1[C:32]([CH3:33])=[CH:31][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:23]4[CH:24]=[N:25][CH:26]=[C:27]([O:29][CH3:30])[CH:28]=4)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:34]1[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=1)(=O)C(C)(C)C.[OH-].[Na+]>C1COCC1.CO>[C:42]([O:41][C@@H:9]([C:10]1[C:32]([CH3:33])=[CH:31][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:23]4[CH:24]=[N:25][CH:26]=[C:27]([O:29][CH3:30])[CH:28]=4)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:34]1[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=1)[CH2:8][OH:7])([CH3:45])([CH3:43])[CH3:44]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 86699800(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5'-methoxy-2,3'-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate

생성물 1

HCID 86699801(S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5'-methoxy-2,3'-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethanol

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

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온도
40 °C

실험 절차

To a solution of (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(5′-methoxy-2,3′-bipyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate (40.5 mg, 0.063 mmol) in THF (0.5 mL) and methanol (0.5 mL) was added NaOH (0.5 mL, 2N solution). The reaction mixture was heated at 40° C. for 4 h, cooled, diluted with satd. aqueous NH4Cl, and extracted with ethyl acetate. The organic layer was dried over Na2SO4, filtered and concentrated to give the crude product which was used without further purification. LCMS-ESI+: calc'd for C31H31ClN3O3S: 560.2 (M+H+); Found: 560.0 (M+H+).

후처리

  1. temperaturecooled
  2. additiondiluted with satd
  3. extractionaqueous NH4Cl, and extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-13b56eb10e1f481da2884f4ace938ea9
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096586B2

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