Triethylamine → HCID 71271075、化合物

HRID 1525857ノート

反応式

HRID 1525857 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]([NH2:11])=[O:10])=[C:4]([F:13])[CH:3]=1.C(N(CC)CC)C.CS(Cl)(=O)=O.Cl.[CH:27]1([N:30]2[CH2:35][C:34]3([CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)[O:33][CH2:32][C:31]2=[O:41])[CH2:29][CH2:28]1>C(#N)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([N:38]2[CH2:39][CH2:40][C:34]3([O:33][CH2:32][C:31](=[O:41])[N:30]([CH:27]4[CH2:28][CH2:29]4)[CH2:35]3)[CH2:36][CH2:37]2)[C:9]([NH2:11])=[O:10])=[C:4]([F:13])[CH:3]=1

参加物

7

反応物 4

HCID 8471Triethylamine2 回HCID 31297Methanesulfonyl chlorideHCID 62225649HCID 62225649、化合物HCID 69083351HCID 69083351、化合物

生成物 1

HCID 71271075HCID 71271075、化合物収率 55.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of 2-(4-bromo-2-fluorophenyl)-2-hydroxyacetamide (14.35 mmol) and triethylamine (43.1 mmol) in anhydrous acetonitrile (50.0 ml) was added neat methanesulfonyl chloride (20.81 mmol). The reaction stirred at room temperature for 18 hours then additional triethylamine (43.1 mmol) was added followed by solid 4-cyclopropyl-1-oxa-4,9-diazaspiro[5.5]undecan-3-one hydrochloride (15.79 mmol) in one portion. The reaction was heated at 90° C. for 3 hours then cooled to room temperature, diluted with water (150 mL) and stirred for 1 hour. The solids were collected by filtration, rinsed with water, and then dried by air suction and then vacuum to afford the title compound (3.53 g, 55% yield) as a white solid. MS(ES)+ m/e 440.1, 442.3 [M+H]+.

後処理

  1. temperatureThe reaction was heated at 90° C. for 3 hours
  2. temperaturethen cooled to room temperature
  3. stirringstirred for 1 hour
  4. filtrationThe solids were collected by filtration
  5. washrinsed with water
  6. customdried by air suction

出典と根拠

ORDレコード
ord-8ddd97f39d4d44ac909806eb9e05c10f
出典データセット
uspto-grants-2015_07
特許番号
US09084794B2

反応ノート

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