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Allyltributylstannane → 2-Chloro-5,11-dihydro-11-ethyl-4-methyl-8-(2-propenyl)-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

HRID 2229323
ノート
印刷プレビュー

反応式

HRID 2229323 の反応式
Br[C:2]1[CH:21]=[N:20][C:5]2[N:6]([CH2:18][CH3:19])[C:7]3[N:15]=[C:14]([Cl:16])[CH:13]=[C:12]([CH3:17])[C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=1.[CH2:22]([Sn](CCCC)(CCCC)CCCC)[CH:23]=[CH2:24]>CN(C=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:16][C:14]1[CH:13]=[C:12]([CH3:17])[C:8]2[NH:9][C:10](=[O:11])[C:4]3[CH:3]=[C:2]([CH2:24][CH:23]=[CH2:22])[CH:21]=[N:20][C:5]=3[N:6]([CH2:18][CH3:19])[C:7]=2[N:15]=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

5

反応物 2

HCID 90628AllyltributylstannaneHCID 184666018-Bromo-2-chloro-5,11-dihydro-11-ethyl-4-methyl-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

生成物 1

HCID 184666152-Chloro-5,11-dihydro-11-ethyl-4-methyl-8-(2-propenyl)-6h-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one収率 71.3%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒
HCID 6228
Dimethylformamide
溶媒

反応条件

温度
100 °C

実験手順

A solution of 8-bromo-2-chloro-5,11-dihydro-11-ethyl-4-methyl-6H-dipyrido[3,2-b:2′,3′-e][1,4]diazepin-6-one (12.6 g, 34.3 mmol) in DMF (25-0 mL) was degassed under reduced pressure for 20 min. Pd(PPh3)4 (775 mg, 0.7 mmol) was then added followed by allyltributyltin (12.5 mL, 41.1 mmol). After degassing under reduced pressure for 10 min, the mixture was heated to 100° C. for 7 h. The mixture was then concentrated under reduced pressure. The residue was purified by flash chromatography (hexane:EtOAc, 19:1) to give the title compound (8.04 g, 71% yield) as a yellow solid.

後処理

  1. customAfter degassing under reduced pressure for 10 min
  2. concentrationThe mixture was then concentrated under reduced pressure
  3. customThe residue was purified by flash chromatography (hexane:EtOAc, 19:1)

出典と根拠

ORDレコード
ord-ea34600dd94e4ccbbb35ca199c51fa6e
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06420359B1

反応ノート

読み込み中…

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