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

HRID 1426087

反応式

HRID 1426087 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-ebd9e6fe969c487da022347defda37f7
出典データセット
uspto-grants-2015_01
特許番号
US08933077B2

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