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Water → HCID 22049705, 화합물

HRID 1830917
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HRID 1830917 반응식
Br[C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][C:19]=3[C:20]([F:23])([F:22])[F:21])[S:12][CH:13]=2)[CH:5]=[CH:6][C:7]=1[F:8].C(N(CC)CC)C.C1[CH2:35][O:34][CH2:33][CH2:32]1.[OH2:36]>C(O)C.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2].C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:8][C:7]1[CH:6]=[CH:5][C:4]([C:9]2[N:10]=[C:11]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][C:19]=3[C:20]([F:23])([F:22])[F:21])[S:12][CH:13]=2)=[CH:3][C:2]=1[C:35]([O:34][CH2:33][CH3:32])=[O:36]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 22049737HCID 22049737, 화합물

생성물 1

HCID 22049705HCID 22049705, 화합물

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매
HCID 635956
Ferrocene-1,1'-bis-(diphenylphosphine)
촉매
HCID 702Ethanol용매

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온도
70 °C

실험 절차

3-[4-(3-Bromo-4-fluorophenyl)-1,3-thiazol-2-yl]-4-(trifluoromethyl)pyridine (1.48 g), 1,1′-bis(diphenylphosphino)ferrocene (680 mg), palladium acetate (270 mg) and triethylamine (0.77 ml) were suspended in a mixture of ethanol (15 ml)/THF (15 ml), and the mixture was vigorously stirred at 70° C. for 3 hrs at 5 atm under a carbon monoxide atmosphere. The reaction mixture was added to water and extracted with ethyl acetate. The organic layer was dried and concentrated. The residue was subjected to silica gel column chromatography (eluent, hexane:ethyl acetate=19:1–1:1) for purification and recrystallized from ethyl acetate-diisopropyl ether to give the title compound (1.17 g) as colorless powder crystals.

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customThe residue was subjected to silica gel column chromatography (eluent, hexane:ethyl acetate=19:1–1:1) for purification
  5. customrecrystallized from ethyl acetate-diisopropyl ether

출처 및 근거

ORD 기록
ord-d5848f8c93744f9fa49f181a35a8c3a9
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07067537B2

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