Methanol → HCID 66614333、化合物

HRID 510117

反応式

HRID 510117 の反応式
[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:22]=[C:21]3[C:17]([N:18]([CH3:24])[C:19](=[O:23])[NH:20]3)=[C:16](I)[N:15]=2)=[N:6]1.CO.[C:32](=O)([O-])[O-:33].[Cs+].[Cs+].CC1C=NC2C(C=1C)=CC=C1C=2N=CC(C)=C1C>[Cu]I.CN1CCCC1=O>[F:1][C:2]1[CH:29]=[CH:28][CH:27]=[CH:26][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:22]=[C:21]3[C:17]([N:18]([CH3:24])[C:19](=[O:23])[NH:20]3)=[C:16]([O:33][CH3:32])[N:15]=2)=[N:6]1

参加物

7

反応物 4

HCID 887MethanolHCID 10796Cesium carbonateHCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 867200522-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-iodo-7-methyl-7,9-dihydro-8H-purin-8-one

生成物 1

HCID 66614333HCID 66614333、化合物収率 10.5%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
180 °C

実験手順

200 mg (0.399 mmol) of the compound obtained in example 107 were admixed in a microwavable flask with methanol (3 ml), N-methylpyrrolidone (1 ml), 260 mg (0.798 mmol) of cesium carbonate, 8 mg (0.04 mmol) of copper(I) iodide and 19 mg (0.08 mmol) of 3,4,7,8-tetramethyl-1,10-phenanthroline. The flask was purged with argon while being treated with ultrasound for 5 min, and then closed with an appropriate septum. Then it was heated in a microwave at 180° C. for 8 h. After cooling, the reaction mixture was filtered and concentrated, and the residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient). 17 mg of the title compound were obtained (10% of theory).

後処理

  1. customThe flask was purged with argon
  2. additionwhile being treated with ultrasound for 5 min
  3. customclosed with an appropriate septum
  4. temperatureAfter cooling
  5. filtrationthe reaction mixture was filtered
  6. concentrationconcentrated
  7. customthe residue was purified by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient)

出典と根拠

ORDレコード
ord-c363fdf76ab742c18fdbc9ddc0f623ac
出典データセット
uspto-grants-2015_08
特許番号
US09096592B2

関連ノート

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