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

HRID 1163065ノート

反応式

HRID 1163065 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4e2d8fade93c478194a499503cfbbccc
出典データセット
uspto-grants-2010_10
特許番号
US07820814B2

反応ノート

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