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2-(propan-2-yl)-1H-1,3-benzodiazole → (4-(2-hydroxypropan-2-yl)piperidin-1-yl)(2-(2-isopropyl-1H-benzo[d]imidazol-1-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methanone

HRID 2091858
ノート
印刷プレビュー

反応式

HRID 2091858 の反応式
Cl[C:2]1[N:3]=[C:4]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[C:5]2[N:11]=[C:10]([C:12]([N:14]3[CH2:19][CH2:18][CH:17]([C:20]([OH:23])([CH3:22])[CH3:21])[CH2:16][CH2:15]3)=[O:13])[CH:9]=[CH:8][C:6]=2[N:7]=1.[CH:30]([C:33]1[NH:37][C:36]2[CH:38]=[CH:39][CH:40]=[CH:41][C:35]=2[N:34]=1)([CH3:32])[CH3:31].CC(C)([O-])C.[Na+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C>[OH:23][C:20]([CH:17]1[CH2:18][CH2:19][N:14]([C:12]([C:10]2[CH:9]=[CH:8][C:6]3[N:7]=[C:2]([N:34]4[C:35]5[CH:41]=[CH:40][CH:39]=[CH:38][C:36]=5[N:37]=[C:33]4[CH:30]([CH3:32])[CH3:31])[N:3]=[C:4]([N:24]4[CH2:29][CH2:28][O:27][CH2:26][CH2:25]4)[C:5]=3[N:11]=2)=[O:13])[CH2:15][CH2:16]1)([CH3:22])[CH3:21]
参加物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 221212-(propan-2-yl)-1H-1,3-benzodiazoleHCID 23676156Sodium t-butoxideHCID 58404959(2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)(4-(2-hydroxypropan-2-yl)piperidin-1-yl)methanone

生成物 1

HCID 53378372(4-(2-hydroxypropan-2-yl)piperidin-1-yl)(2-(2-isopropyl-1H-benzo[d]imidazol-1-yl)-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methanone

試薬・触媒・溶媒 2

HCID 167845
palladium(II) acetate
触媒
HCID 178418851HCID 178418851、化合物触媒

実験手順

(2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)(4-(2-hydroxypropan-2-yl)piperidin-1-yl)methanone from Example 118 (80 mg) was reacted with 2-isopropyl-1H-benzo[d]imidazole (1.05 eq), sodium tert-butoxide (2 eq), palladium acetate (0.1 eq) and bis(tri-t-butylphosphine)palladium (0.1 eq). The tube was flushed with nitrogen for 10 minutes before adding Toluene (2 mL). The reaction was microwaved at 145° C. for 20 minutes. The crude was loaded onto a Biotage isolute scx-2 cartridge, eluted with 2M ammonia in MeOH then purified by flash column chromatography to afford 6.6 mg of 119.

後処理

  1. customThe tube was flushed with nitrogen for 10 minutes
  2. additionbefore adding Toluene (2 mL)
  3. customThe reaction was microwaved at 145° C. for 20 minutes
  4. washeluted with 2M ammonia in MeOH
  5. customthen purified by flash column chromatography

出典と根拠

ORDレコード
ord-6b0652c4ca194142883e8cdedfbb9f0e
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08440651B2

反応ノート

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