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Sodium Hydroxide → 4-(5-Bromo-2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)benzoic acid

HRID 911867
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HRID 911867 반응식
Cl.[Br:2][C:3]1[CH:4]=[C:5]([S:19][C:20]2[CH:29]=[CH:28][C:23]([C:24]([O:26]C)=[O:25])=[CH:22][CH:21]=2)[C:6]([NH:9][C:10]2[S:11][C:12]3[C:17]([N:18]=2)=[CH:16][CH:15]=[CH:14][N:13]=3)=[N:7][CH:8]=1.[OH-].[Na+]>CO>[Br:2][C:3]1[CH:4]=[C:5]([S:19][C:20]2[CH:29]=[CH:28][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=2)[C:6]([NH:9][C:10]2[S:11][C:12]3[C:17]([N:18]=2)=[CH:16][CH:15]=[CH:14][N:13]=3)=[N:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86631508Methyl 4-(5-bromo-2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)benzoate hydrochloride

생성물 1

HCID 577425984-(5-Bromo-2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)benzoic acid수율 70.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Heated a mixture of methyl 4-(5-bromo-2-(thiazolo[5,4-b]pyridin-2-ylamino)pyridin-3-ylthio)benzoate hydrochloride (0.570 g, 1.12 mmol), 1N aqueous sodium hydroxide (2.80 mL, 2.80 mmol), and methanol (6 mL) at 65° C. for an hour. Cooled, and partitioned between saturated NH4Cl (30 mL), 1N HCl (3 mL), water (10 mL) and chloroform. The mixture was filtered, washed with water, and dried to afford the title compound (0.360 g, 70.1% yield). 1H NMR (d-DMSO) δ 7.35 (dd, 1H), 7.43 (d, 2H), 7.50 (s, 1H), 7.67 (d, 1H), 7.94 (d, 2H), 8.44 (s, 1H).

후처리

  1. temperatureHeated
  2. temperatureCooled
  3. custompartitioned between saturated NH4Cl (30 mL), 1N HCl (3 mL), water (10 mL) and chloroform
  4. filtrationThe mixture was filtered
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-c0ed8e962fc945aa88461eeab0721d7e
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022223B2

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