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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Propargyl alcohol → HCID 86686628, 화합물

HRID 1850526
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HRID 1850526 반응식
Br[C:2]1[C:3]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([CH3:20])([CH3:19])[C:17]#[N:18])=[CH:12][CH:11]=2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH2:39]([OH:42])[C:40]#[CH:41]>[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1COCC1>[Cl:8][C:5]1[N:4]=[C:3]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([CH3:20])([CH3:19])[C:17]#[N:18])=[CH:12][CH:11]=2)[C:2]([C:41]#[C:40][CH2:39][OH:42])=[CH:7][N:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7859Propargyl alcoholHCID 2724141Tetrabutylammonium FluorideHCID 86686627HCID 86686627, 화합물

생성물 1

HCID 86686628HCID 86686628, 화합물

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 8028Tetrahydrofuran
용매

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온도
70 °C

실험 절차

2-(4-(5-bromo-2-chloropyrimidin-4-ylamino)phenyl)-2-methylpropanenitrile (1.4 gm, 3.98 mmol), bis(triphenylphosphine) palladium(II) chloride (0.14 gm, 0.2 mmol), tetrabutyl ammonium fluoride (2.6 gm, 9.95 mmol) and propargyl alcohol (0.357 mL, 5.97 mmol) were combined into 12 mL THF in a screw cap high pressure vessel and heated in a 70° C. oil bath. After 2 hr the reaction appeared complete by LC/MS. Volatiles were removed and the residue taken up into EtOAc. Organic layer was filtered to remove insoluble soot. Organic layer was washed with water, brine and then dried over sodium sulfate. Volatiles were removed and the residue purified by NPLC (10-75% EtOAc in Heptane, Analogix). (869 mg, 67%). MS m/z 327.4 (M+H)

후처리

  1. customcap high pressure vessel
  2. customVolatiles were removed
  3. filtrationOrganic layer was filtered
  4. customto remove insoluble soot
  5. washOrganic layer was washed with water, brine
  6. dry with materialdried over sodium sulfate
  7. customVolatiles were removed
  8. customthe residue purified by NPLC (10-75% EtOAc in Heptane, Analogix)

출처 및 근거

ORD 기록
ord-568a230289be4cf2a7579db3ae66a8d2
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957074B2

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