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Binap, (A+-)- → HCID 58504049、化合物

HRID 2407681
ノート
印刷プレビュー

反応式

HRID 2407681 の反応式
Br[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]3[N:15]=[CH:14][N:13]([C:16]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:12]=3)[CH:9]=2)[N:4]([CH:35]2[CH2:40][CH2:39][CH2:38][CH2:37][O:36]2)[N:3]=1.[C:41]1([C:47]2[CH:51]=[C:50]([CH2:52][N:53]3[CH2:58][CH2:57][CH:56]([CH2:59][NH2:60])[CH2:55][CH2:54]3)[O:49][N:48]=2)[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1>[C:41]1([C:47]2[CH:51]=[C:50]([CH2:52][N:53]3[CH2:54][CH2:55][CH:56]([CH2:59][NH:60][C:2]4[C:10]5[C:5](=[CH:6][CH:7]=[C:8]([C:11]6[N:15]=[CH:14][N:13]([C:16]([C:29]7[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=7)([C:23]7[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=7)[C:17]7[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=7)[N:12]=6)[CH:9]=5)[N:4]([CH:35]5[CH2:40][CH2:39][CH2:38][CH2:37][O:36]5)[N:3]=4)[CH2:57][CH2:58]3)[O:49][N:48]=2)[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=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 4

HCID 634876Binap, (A+-)-HCID 22479811HCID 22479811、化合物HCID 23676156Sodium t-butoxideHCID 58504252HCID 58504252、化合物

生成物 1

HCID 58504049HCID 58504049、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

3-Bromo-1-(tetrahydro-2H-pyran-2-yl)-5-(1-trityl-1H-1,2,4-triazol-3-yl)-1H-indazole (0.25 g, prepared according to the reported preparation in US 2004/0127536), the compound prepared in Example 9 (0.29 g), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.040 g), and sodium tert-butoxide (0.20 g) were suspended in toluene (6 mL) and purged with argon. Tris(dibenzylideneacetone)dipalladium(0) (0.019 g) was added and the system was sealed and heated at 100° C. overnight. The reaction mixture was cooled to room temperature and partitioned between dichloromethane and a saturated aqueous sodium bicarbonate solution. The organics were dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel to obtain the title compound (0.13 g) having the following physical data.

後処理

  1. custompurged with argon
  2. additionTris(dibenzylideneacetone)dipalladium(0) (0.019 g) was added
  3. customthe system was sealed
  4. temperatureThe reaction mixture was cooled to room temperature
  5. custompartitioned between dichloromethane
  6. dry with materialThe organics were dried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-3fa005591d3f45e2b2170897c04c9218
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

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