Triethylamine → HCID 178461601、化合物

HRID 522809ノート

反応式

HRID 522809 の反応式
Br[C:2]1[NH:3][C:4]2[C:9]([N:10]=1)=[C:8]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][C@H:12]1[CH3:17])[N:7]=[C:6]([N:18]1[CH2:23][CH2:22][O:21][CH2:20][C@@H:19]1[CH3:24])[N:5]=2.[NH:25]1[CH:29]=[CH:28][C:27](B(O)O)=[N:26]1.CCN(CC)CC>C(COC)OC.O.CCOC(C)=O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:24][C@H:19]1[CH2:20][O:21][CH2:22][CH2:23][N:18]1[C:6]1[N:5]=[C:4]2[C:9]([N:10]=[C:2]([C:29]3[CH:28]=[CH:27][NH:26][N:25]=3)[NH:3]2)=[C:8]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][C@H:12]2[CH3:17])[N:7]=1

参加物

8

反応物 3

HCID 8471TriethylamineHCID 178461599HCID 178461599、化合物HCID 178514837HCID 178514837、化合物

生成物 1

HCID 178461601HCID 178461601、化合物収率 39.2%

試薬・触媒・溶媒 4

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
85 °C

実験手順

8-Bromo-2-((S)-3-methyl-morpholin-4-yl)-6-((R)-3-methyl-morpholin-4-yl)-9H-purine (50 mg, 126 μmol) was dissolved in dimethoxyethane (2 mL) and water (0.2 mL), followed by addition of 1H-pyrazole-3-ylboronic acid (21.1 mg, 189 μmol), PdCl2(dppf) (9.21 mg, 13 μmol) and NEt3 (53 μl, 378 μmol) under argon. The reaction mixture was heated to 85° C. for 23 hours. The reaction mixture was then diluted with EtOAc, the organic layer was separated, washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (12 g SiO2, EtOAc) to give the product (19 mg, 39% yield).

後処理

  1. customthe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by column chromatography (12 g SiO2, EtOAc)

出典と根拠

ORDレコード
ord-8445d1de8ad647769629ef46a8d250aa
出典データセット
uspto-grants-2016_05
特許番号
US09334271B2

反応ノート

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