Hydrochloric Acid → Methyl 2-(6-aminopyridin-2-yl)acetate

HRID 2173381ノート

反応式

HRID 2173381 の反応式
C1(C(=NC2N=C(CC(O)=O)C=CC=2)C2C=CC=CC=2)C=CC=CC=1.[NH2:25][C:26]1[N:31]=[C:30]([CH2:32][C:33]([O:35][CH3:36])=[O:34])[CH:29]=[CH:28][CH:27]=1.Cl>C1COCC1.O>[NH2:25][C:26]1[N:31]=[C:30]([CH2:32][C:33]([O:35][CH3:36])=[O:34])[CH:29]=[CH:28][CH:27]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86693025Methyl (6-aminopyridin-2-yl)acetate {6-[(diphenylmethylidene)amino]pyridin-2-yl}acetate

生成物 1

HCID 68841216Methyl 2-(6-aminopyridin-2-yl)acetate

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

methyl (6-aminopyridin-2-yl)acetate {6-[(diphenylmethylidene)amino]pyridin-2-yl}acetate (13 g, 3.93 mmol) was dissolved in 1:1 mixture of THF/water (20 mL) and treated with 4.5 mL of a 1N aqueous hydrochloric acid solution. The reaction was allowed to stir at ambient temperature for 30 minutes and then concentrated in vacuo. The crude residue was dissolved in DCM and washed with a saturated aqueous sodium bicarbonate solution. The organic layers were dried over sodium sulfate, filtered and concentrated to afford crude methyl (6-aminopyridin-2-yl)acetate which, was used without further purification. LC/MS (M+H)+167. Step C: methyl [6-(1H-tetrazol-1-yl)pyridin-2-yl]acetate

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionThe crude residue was dissolved in DCM
  3. washwashed with a saturated aqueous sodium bicarbonate solution
  4. dry with materialThe organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-01e4cf7dc6e242ffb41f088fee507bbf
出典データセット
uspto-grants-2015_06
特許番号
US09056859B2

反応ノート

読み込み中…