Tetrahydrofuran → HCID 58479601, 화합물

HRID 1516999노트

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HRID 1516999 반응식
[N:1]([C:4]1[C:5]([Cl:11])=[N:6][CH:7]=[CH:8][C:9]=1[I:10])=[N+]=[N-].[C:12]1([P:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C1COCC1.[N-]=[N+]=[N-]>O>[Cl:11][C:5]1[C:4]([N:1]=[P:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[C:9]([I:10])[CH:8]=[CH:7][N:6]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 33558AzideHCID 149703923-Azido-2-chloro-4-iodopyridine

생성물 1

HCID 58479601HCID 58479601, 화합물수율 93%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3-azido-2-chloro-4-iodopyridine (7 g, 25 mmol) and triphenylphosphine (8.5 g, 32 mmol) was stirred in 100 mL 1:1 mixture of THF and water until azide starting material disappears in TLC. After that most of the THF was removed under vacuum. Crude product was partitioned between brine and ethylacetate. Organic layer was isolated, dried over anhd. Na2SO4 and purified by silica gel column chromatography using 5-40% ethyl acetate and hexanes as eluent. 2-chloro-4-iodo-N-(triphenylphosphoranylidene)pyridin-3-amine (12 g, 23 mmol, 93% yield) was isolated as crystalline white solid.

후처리

  1. customAfter that most of the THF was removed under vacuum
  2. customCrude product was partitioned between brine and ethylacetate
  3. customOrganic layer was isolated
  4. customdried over anhd
  5. customNa2SO4 and purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3730f77377aa46a48bedceaedafdcddf
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227801B2

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