Sodium Bicarbonate → 2-(4-Methylthiazol-2-ylamino)pyridin-3-ol

HRID 1426087

반응식

HRID 1426087 반응식
C([O:8][C:9]1[C:10]([NH:15][C:16]2[S:17][CH:18]=[C:19]([CH3:21])[N:20]=2)=[N:11][CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.C(=O)(O)[O-].[Na+]>Cl>[CH3:21][C:19]1[N:20]=[C:16]([NH:15][C:10]2[C:9]([OH:8])=[CH:14][CH:13]=[CH:12][N:11]=2)[S:17][CH:18]=1

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 166600153-(Benzyloxy)-N-(4-Methyl-1,3-Thiazol-2-Yl)pyridin-2-Amine

생성물 1

HCID 104656162-(4-Methylthiazol-2-ylamino)pyridin-3-ol수율 78.5%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

A 250 mL round-bottomed flask was charged 3-(benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine (11.4 g, 38.3 mmol) in 6M HCl (100 mL), and the reaction mixture was heated to reflux for 10 hours. The reaction mixture was cooled to room temperature, poured onto ice and saturated sodium bicarbonate, filtered, dried under vacuum and triturated with hexanes to afford 2-(4-methylthiazol-2-ylamino)pyridin-3-ol (6.23 g, 78.5% yield) as a pale yellow solid. 1H NMR (CD3OD) δ 7.79 (dd, 1H), 7.07 (dd, 1H), 6.79 (dd, 1H), 6.46 (q, 1H), 2.28 (s, 3H). LCMS (5 to 95) Rt=2.69 min (apci) m/z=208 (M+H).

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 10 hours
  3. filtrationfiltered
  4. customdried under vacuum
  5. customtriturated with hexanes

출처 및 근거

ORD 기록
ord-ebd9e6fe969c487da022347defda37f7
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933077B2

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