Iodine → 1-Iodo-5-(5-carboxypentyl)-imidazo[1,5-a]pyridine

HRID 326123

反応式

HRID 326123 の反応式
[I:1]I.[C:3]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[N:16]2[CH:17]=[N:18][CH:19]=[C:15]2[CH:14]=[CH:13][CH:12]=1)([OH:5])=[O:4].C(=O)(O)[O-].[Na+]>O.C(O)C>[I:1][C:19]1[N:18]=[CH:17][N:16]2[C:11]([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:3]([OH:5])=[O:4])=[CH:12][CH:13]=[CH:14][C:15]=12

参加物

6

反応物 3

HCID 807Iodine2 回HCID 55390PirmagrelHCID 516892Sodium Bicarbonate

生成物 1

HCID 132061571-Iodo-5-(5-carboxypentyl)-imidazo[1,5-a]pyridine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒2 回

実験手順

Iodine crystals (1.9 g) are added to a well-stirred solution of 1.16 g of 5-(5-carboxypentyl)-imidazo[1,5-a]pyridine and 1.68 g of sodium bicarbonate in 10 ml of water and 1 ml of ethanol. Additional 4 ml of ethanol are added to dissolve the bulk of the iodine and stirring is continued for 45 minutes. The reaction mixture is diluted with 125 ml of water and extracted twice with methylene chloride at pH 8 (NaHCO3 added if necessary). The aqueous phase is concentrated in vacuo, charcoaled and adjusted to pH 4.5 with 2 N HCl. The precipitate is collected, dried and recrystallized from methanol/ether to give 1-iodo-5-(5-carboxypentyl)-imidazo[1,5-a]pyridine melting at 163°-165°.

後処理

  1. extractionextracted twice with methylene chloride at pH 8 (NaHCO3 added if necessary)
  2. concentrationThe aqueous phase is concentrated in vacuo
  3. customThe precipitate is collected
  4. customdried
  5. customrecrystallized from methanol/ether

出典と根拠

ORDレコード
ord-ccb063dd798e465d93e4410aef082609
出典データセット
uspto-grants-1984_04
特許番号
US04444775

関連ノート

読み込み中…