Diisopropylethylamine → HCID 18387376、化合物

HRID 369747

反応式

HRID 369747 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:16]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)=[CH:17][CH:18]=1)[C:5]([OH:15])([C:10]#[C:11][CH:12]1[CH2:14][CH2:13]1)[C:6]([F:9])([F:8])[F:7].C(N(C(C)C)CC)(C)C.Br[CH:39]([CH2:43][CH2:44][Br:45])[C:40](Cl)=[O:41]>C(Cl)Cl>[Br:45][CH2:44][CH2:43][CH:39]1[O:15][C:5]([C:10]#[C:11][CH:12]2[CH2:13][CH2:14]2)([C:6]([F:7])([F:8])[F:9])[C:4]2[CH:3]=[C:2]([Cl:1])[CH:18]=[CH:17][C:16]=2[N:19]([CH2:20][C:21]2[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=2)[C:40]1=[O:41]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 44131432,4-Dibromobutyryl chlorideHCID 206854532-(5-Chloro-2-{[(4-methoxyphenyl)methyl]amino}phenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol

生成物 1

HCID 18387376HCID 18387376、化合物収率 50.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1.64 g of 3-chloro-6-(4-methoxyphenyl)methylamino-α-cyclopropylethynyl-α-(trifluoromethyl)benzyl alcohol and 2.0 mL of diisopropylethylamine in 30 mL of dry methylene chloride was added 1.6 g of 2,4-dibromobutyryl chloride. After stirring at room temperature overnight, the mixture was poured onto water and extracted with ether. The ether layer was washed with aqueous sodium bicarbonate, dried, and evaporated to an oil. This material was subjected to column chromatography over silica gel (elution with 5-10% ethyl acetate in hexanes) affording 1.13 g of the title compound as a mixture of diastereomers.

後処理

  1. additionthe mixture was poured onto water
  2. extractionextracted with ether
  3. washThe ether layer was washed with aqueous sodium bicarbonate
  4. customdried
  5. customevaporated to an oil

出典と根拠

ORDレコード
ord-b1ca2c5d38364f96952f6c10d23e85e5
出典データセット
uspto-grants-2000_10
特許番号
US06140320

関連ノート

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