Triphenylphosphine → 2-((7-Bromoquinolin-5-yloxy)methyl)nicotinamide

HRID 1402715노트

반응식

HRID 1402715 반응식
[Br:1][C:2]1[CH:3]=[C:4]([OH:12])[C:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:10]=2[CH:11]=1.O[CH2:14][C:15]1[N:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([NH2:19])=[O:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OC(N=NC(OC(C)(C)C)=O)=O)(C)(C)C>C(Cl)Cl.C1COCC1>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[C:4]([O:12][CH2:14][C:15]2[N:23]=[CH:22][CH:21]=[CH:20][C:16]=2[C:17]([NH2:19])=[O:18])[CH:3]=1

참가 물질

7

반응물 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 139295182-(Hydroxymethyl)pyridine-3-carboxamideHCID 1362166197-Bromoquinolin-5-ol

생성물 1

HCID 712377752-((7-Bromoquinolin-5-yloxy)methyl)nicotinamide수율 45%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

100 mg 7-Bromo-quinolin-5-ol, 77.5 mg of 2-(hydroxymethyl)nicotinamide 3.7, 233.5 mg of triphenylphosphine and 205 mg of Di-tertbutyl-azodicarboxylate (DBAD) were dissolved in 2.5 mL of DCM and 7.5 mL of THF under Argon at room temperature. After 14 h the precipitate was collected and dried. The mother liquor was concentrated and the formed precipitate again collected to yield 72 mg Example 22.

후처리

  1. customat room temperature
  2. customAfter 14 h the precipitate was collected
  3. customdried
  4. concentrationThe mother liquor was concentrated
  5. customthe formed precipitate again collected

출처 및 근거

ORD 기록
ord-bf44e5152414430c883c7962c9c0f1fd
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912173B2

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