Sodium Hydroxide → 6-(N-Boc-N-2-picolylaminomethyl)nicotinic Acid

HRID 11846ノート

反応式

HRID 11846 の反応式
[C:1]([N:8]([CH2:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23]C)=[O:22])=[CH:19][N:18]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+]>CO.C1COCC1>[C:1]([N:8]([CH2:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([OH:23])=[O:22])=[CH:19][N:18]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 21973709Methyl 6-(N-Boc-N-2-picolylaminomethyl)nicotinate

生成物 1

HCID 219736636-(N-Boc-N-2-picolylaminomethyl)nicotinic Acid収率 82.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

The compound obtained in Example 12-2 (351.3 mg) was dissolved in methanol (3.5 ml) and THF (3.5 ml). After the addition of 1 mol/l aqueous solution of sodium hydroxide (3.5 ml), the mixture was stirred for 2 hours at room temperature. After the reaction, the solvent was removed by distillation. The residue was dissolved in distilled water (1.2 ml) and aqueous solution of hydrochloric acid (1 mol/l) was added to adjust the pH to 4. The mixture was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation to obtain the target compound (277.9 mg) as a white solid.

後処理

  1. customAfter the reaction
  2. customthe solvent was removed by distillation
  3. dissolutionThe residue was dissolved in distilled water (1.2 ml)
  4. additionaqueous solution of hydrochloric acid (1 mol/l) was added
  5. extractionThe mixture was extracted with chloroform
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. customThe solvent was removed by distillation

出典と根拠

ORDレコード
ord-a78d72c6fe744272bcfd3a458c7ab371
出典データセット
uspto-grants-2006_08
特許番号
US07098215B2

反応ノート

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