Triphenylphosphine → 6-(3-Methanesulfonyl-propoxy)-5-methyl-4-phenoxypyrrolo[2,1-f][1,2,4]triazine

HRID 984868노트

반응식

HRID 984868 반응식
[O:1]([C:8]1[C:13]2=[C:14]([CH3:18])[C:15]([OH:17])=[CH:16][N:12]2[N:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][S:20]([CH2:23][CH2:24][CH2:25]O)(=[O:22])=[O:21].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[CH3:19][S:20]([CH2:23][CH2:24][CH2:25][O:17][C:15]1[C:14]([CH3:18])=[C:13]2[N:12]([CH:16]=1)[N:11]=[CH:10][N:9]=[C:8]2[O:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)(=[O:22])=[O:21]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 2004243-(Methylsulfonyl)-1-propanolHCID 5462977Diethyl azodicarboxylateHCID 219458735-Methyl-4-phenoxypyrrolo[2,1-f][1,2,4]triazin-6-ol

생성물 1

HCID 225088806-(3-Methanesulfonyl-propoxy)-5-methyl-4-phenoxypyrrolo[2,1-f][1,2,4]triazine수율 73%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-phenoxy-5-methyl-6-hydroxypyrrolo-[2,1-f][1,2,4]triazine (1.0 g, 4.15 mmol, as prepared in WO 00/71129, which is hereby incorporated by reference), 3-methanesulfonylpropan-1-ol (1.15 g, 8.3 mmol) and PPh3 (2.17 g, 8.3 mmol) in THF (12 mL) at 0° C., was added DEAD (1.42 g, 8.3 mmol). The mixture was stirred at RT for 1 h. The solvent was removed in vacuo. The residue was dissolved in dichloromethane, washed with brine and dried (Na2SO4). The volatiles were removed and the solid obtained was triturated with dichloromethane to afford 6-(3-methanesulfonylpropoxy)-5-methyl-4-phenoxypyrrolo[2,1-f][1,2,4]triazine as a white solid (1.1 g, 73% yield). MS: (M+H)+=362.

후처리

  1. customat 0° C.
  2. customThe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in dichloromethane
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. customThe volatiles were removed
  7. customthe solid obtained
  8. customwas triturated with dichloromethane

출처 및 근거

ORD 기록
ord-67b035aa35e34c92bd0887f0deaaa12d
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06869952B2

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