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

HRID 326123

반응식

HRID 326123 반응식
[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

참가 물질

6

반응물 3

HCID 807Iodine2회HCID 55390PirmagrelHCID 516892Sodium Bicarbonate

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매2회

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-ccb063dd798e465d93e4410aef082609
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04444775

연결된 노트

불러오는 중…