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Chloroform → 4-[6-Amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanoic Acid

HRID 1826539
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HRID 1826539 반응식
[NH2:1][C:2]1[N:10]=[C:9]([I:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=1)[N:6]2[CH2:12][CH2:13][CH2:14][CH2:15][OH:16].C(Cl)(Cl)Cl.C(#N)C.I([O-])(=O)(=O)=[O:32].[Na+]>O.[Ru](=O)(=O)(=O)=O.CC(O)C.O>[NH2:1][C:2]1[N:10]=[C:9]([I:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=1)[N:6]2[CH2:12][CH2:13][CH2:14][C:15]([OH:32])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6212ChloroformHCID 6342AcetonitrileHCID 221337754-[6-amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanolHCID 23667635Sodium periodate

생성물 1

HCID 221338964-[6-Amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanoic Acid수율 91%

시약·촉매·용매 3

HCID 86760087
Ruthenium tetraoxide hydrate
촉매
HCID 962Water용매
HCID 3776Isopropanol용매

실험 절차

To 1.50 g of 4-[6-amino-8-(3-fluorophenyl)-2-iodo-9H-9-purinyl]butanol were added 30 ml of chloroform, 30 ml of acetonitrile, 45 ml of water, 73 mg of ruthenium tetraoxide hydrate and4.10 g of sodium periodate and the mixture was vigorously stirred in a nitrogen stream for 5 hours at room temperature. The reaction was stopped by 2-propanol and the insoluble matters were filtered off followed by washing with 1000 ml of chloroform-methanol (1:1). The filtrate was concentrated, the residue was suspended in water, and the suspension was adjusted to pH 2-3 with 1N hydrochloric acid and the crystals were collected by filtration. The crystals were washed with water and ether to give 1.41 g of the title compound. The yield was 91%.

후처리

  1. filtrationthe insoluble matters were filtered off
  2. washby washing with 1000 ml of chloroform-methanol (1:1)
  3. concentrationThe filtrate was concentrated
  4. filtrationthe crystals were collected by filtration
  5. washThe crystals were washed with water and ether

출처 및 근거

ORD 기록
ord-c5ea87c48b29490fb53477a1b8bb984f
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
USRE039112E1

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