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Water → [2-Amino-6-[5-fluoro-2-(hydroxymethyl)phenyl]quinazolin-4-yl]isoindolin-2-ylmethanone

HRID 1631103
ノート
印刷プレビュー

反応式

HRID 1631103 の反応式
[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7](I)[CH:8]=2)[N:3]=1.[F:24][C:25]1[CH:26]=[CH:27][C:28]([CH2:34][OH:35])=[C:29](B(O)O)[CH:30]=1.C(=O)([O-])[O-].[K+].[K+].O>C(O)C.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]>[NH2:1][C:2]1[N:11]=[C:10]([C:12]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15]2)=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:27]3[CH:26]=[C:25]([F:24])[CH:30]=[CH:29][C:28]=3[CH2:34][OH:35])[CH:8]=2)[N:3]=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

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 467397445-Fluoro-2-(hydroxymethyl)benzeneboronic acidHCID 58457195(2-Amino-6-iodoquinazolin-4-yl)isoindolin-2-ylmethanone

生成物 1

HCID 56943415[2-Amino-6-[5-fluoro-2-(hydroxymethyl)phenyl]quinazolin-4-yl]isoindolin-2-ylmethanone

試薬・触媒・溶媒 2

HCID 44119782
Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)
触媒
HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

10.405 g of (2-amino-6-iodoquinazolin-4-yl)-(1,3-dihydroisoindol-2-yl)methanone are dissolved in 450 ml of ethanol. 5 g of 5-fluoro-2-hydroxymethylphenylboronic acid, 10.4 g of potassium carbonate, 1 g of [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloride and 450 μl of water are added to this solution, and the mixture is heated at 100° C. under argon for 1 h. The hot mixture is filtered off through Celite, and the filter cake is rinsed with 500 ml of hot ethanol. The filtrate is evaporated to dryness in vacuo, and the reddish residue obtained is triturated with 50 ml of acetonitrile, during which a beige solid precipitates out. This is filtered, washed with 20 ml of acetonitrile and dried at 40° C. in a drying cabinet for 16 h

後処理

  1. filtrationThe hot mixture is filtered off through Celite
  2. washthe filter cake is rinsed with 500 ml of hot ethanol
  3. customThe filtrate is evaporated to dryness in vacuo
  4. customthe reddish residue obtained
  5. customis triturated with 50 ml of acetonitrile, during which a beige solid
  6. customprecipitates out
  7. filtrationThis is filtered
  8. washwashed with 20 ml of acetonitrile
  9. customdried at 40° C. in a drying cabinet for 16 h

出典と根拠

ORDレコード
ord-b1a85cb1403c48e6b78037e029a07358
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08791129B2

反応ノート

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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