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Propargyl alcohol → HCID 86686628、化合物

HRID 1850526
ノート
印刷プレビュー

反応式

HRID 1850526 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7859Propargyl alcoholHCID 2724141Tetrabutylammonium FluorideHCID 86686627HCID 86686627、化合物

生成物 1

HCID 86686628HCID 86686628、化合物

試薬・触媒・溶媒 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 8028Tetrahydrofuran
溶媒

反応条件

温度
70 °C

実験手順

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)

後処理

  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)

出典と根拠

ORDレコード
ord-568a230289be4cf2a7579db3ae66a8d2
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957074B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート