Ammonium Chloride → 2-Methyl-6-(morpholin-4-yl)pyridin-3-amine

HRID 594099

反応式

HRID 594099 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][C:3]=1[N+:14]([O-])=O.[Cl-].[NH4+]>C(O)C.O.[Fe]>[CH3:1][C:2]1[C:3]([NH2:14])=[CH:4][CH:5]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:7]=1

参加物

6

反応物 2

HCID 25517Ammonium ChlorideHCID 82089554-(6-Methyl-5-nitro-2-pyridinyl)morpholine

生成物 1

HCID 672085622-Methyl-6-(morpholin-4-yl)pyridin-3-amine収率 39.5%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A suspension of 4-(6-methyl-5-nitro-2-pyridinyl)morpholine (500 mg, 2.240 mmol), iron powder (375 mg, 6.72 mmol) and ammonium chloride (60 mg, 1.120 mmol) in ethanol (15 mL) and water (5 mL) was heated at reflux for 2 hours. The reaction mixture was filtered through a pad of celite and the pad washed with further ethyl acetate. The combined filtrate and washings were separated between ethyl acetate and saturated sodium bicarbonate and the organic phase was washed with water then brine. The organics were then separated, dried over magnesium sulphate and evaporated in vacuo to give the title compound (171 mg) as a pale brown solid. LCMS (2 min, formic) Rt 0.30 min, m/z (ES+) 194 (M+H).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. filtrationThe reaction mixture was filtered through a pad of celite
  4. washthe pad washed with further ethyl acetate
  5. customThe combined filtrate and washings were separated between ethyl acetate and saturated sodium bicarbonate
  6. washthe organic phase was washed with water
  7. customThe organics were then separated
  8. dry with materialdried over magnesium sulphate
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-4c361ffa77eb4defa3a017b1df098726
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

関連ノート

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