Triphenylphosphine → HCID 58664172, 화합물

HRID 32858노트

반응식

HRID 32858 반응식
[N:1]([CH2:4][CH:5]1[C:9]([C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[F:17])=[CH:8][CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:6]1C(OC(C)(C)C)=O)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[F:17][C:11]1[CH:12]=[CH:13][C:14]([F:16])=[CH:15][C:10]=1[C:9]1[CH:5]([CH2:4][NH2:1])[NH:6][CH:7]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:8]=1

참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 71026191(+/-)-tert-Butyl 2-(azidomethyl)-3-(2,5-difluorophenyl)-5-phenyl-2,5-dihydro-1H-pyrrole-1-carboxylate

생성물 1

HCID 58664172HCID 58664172, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 2-1a (0.21 g, 0.51 mmol) and triphenylphosphine (0.133 g, 0.51 mmol) in THF (10mL) was allowed to stir at rt overnight. The reaction was quenched with water (10 mL) and heated at 60° C. for 1 h. The product was extracted with EtOAc (2×30 mL) and washed with brine (30 mL), dried over MgSO4, filtered and concentrated. The remaining oil was dissolved in CH2CL2 (5 mL)I TFA (2 mL) and allowed to stir at rt overnight. The solvent was removed in vacuo. The remaining oil was dissolved in CH3CN (3 mL) and purified on a Gilson automated system affixed with a YMC J'sphere H80 30×100 mm column (eluting with 5-95% CH3CN +0.1% TFA in water +0.1% TFA over 20 min) to afford pure 2-3a.

후처리

  1. customThe reaction was quenched with water (10 mL)
  2. temperatureheated at 60° C. for 1 h
  3. extractionThe product was extracted with EtOAc (2×30 mL)
  4. washwashed with brine (30 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. dissolutionThe remaining oil was dissolved in CH2CL2 (5 mL)I TFA (2 mL)
  9. stirringto stir at rt overnight
  10. customThe solvent was removed in vacuo
  11. dissolutionThe remaining oil was dissolved in CH3CN (3 mL)
  12. custompurified on a Gilson automated system
  13. washaffixed with a YMC J'sphere H80 30×100 mm column (eluting with 5-95% CH3CN +0.1% TFA in water +0.1% TFA over 20 min)
  14. customto afford pure 2-3a

출처 및 근거

ORD 기록
ord-645d9d5382fd441185ac8f759021cb54
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427637B2

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