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Tetrabutylammonium Fluoride → HCID 86686629、化合物

HRID 1850527
ノート
印刷プレビュー

反応式

HRID 1850527 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([CH3:19])([CH3:18])[C:16]#[N:17])=[CH:11][CH:10]=2)[C:5]([C:20]#[C:21][CH2:22][OH:23])=[CH:4][N:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[CH:20]=[C:21]([CH2:22][OH:23])[N:8]([C:9]3[CH:10]=[CH:11][C:12]([C:15]([CH3:19])([CH3:18])[C:16]#[N:17])=[CH:13][CH:14]=3)[C:6]=2[N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 86686628HCID 86686628、化合物

生成物 1

HCID 86686629HCID 86686629、化合物収率 68%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2-(4-(2-chloro-5-(3-hydroxyprop-1-ynyl)pyrimidin-4-ylamino)phenyl)-2-methylpropanenitrile was reacted with a solution of 1M tetrabutylammonium fluoride in THF (5.85 mL, 5.85 mmol) diluted to 10 mL with additional dry THF for 1.5 hr at 60° C. Analytical LC indicates the reaction is complete (minimal shift in retention time). Volatiles were removed and the residue taken up into ethyl acetate. Organics were washed with water, brine then dried over sodium sulfate. Volatiles were removed and the residue purified by NPLC (10-75% ethyl acetate in Heptane, Analogix) to yield the desired product (589 mg, 68%). MS 327.3 m/z (M+H)

後処理

  1. customVolatiles were removed
  2. washOrganics were washed with water, brine
  3. dry with materialthen dried over sodium sulfate
  4. customVolatiles were removed
  5. customthe residue purified by NPLC (10-75% ethyl acetate in Heptane, Analogix)

出典と根拠

ORDレコード
ord-6de93fadd90349e78ef86a1c9b4abcba
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

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