ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium Bicarbonate → 2-Fluoro-6,n,n-trimethyl-3-morpholin-4-ylbenzamide

HRID 1098317
ノート
印刷プレビュー

反応式

HRID 1098317 の反応式
F[B-](F)(F)F.[F:6][B-](F)(F)F.[F:11][N+]1C=CC=CC=1C1C=CC=C[N+]=1F.[CH3:25][C:26]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:33][C:27]=1[C:28]([N:30]([CH3:32])[CH3:31])=[O:29].C(=O)(O)[O-].[Na+]>C(#N)C>[F:11][C:35]1[C:34]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:33][C:27]([C:28]([N:30]([CH3:32])[CH3:31])=[O:29])=[C:26]([CH3:25])[CH:36]=1.[F:6][C:33]1[C:34]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:35][CH:36]=[C:26]([CH3:25])[C:27]=1[C:28]([N:30]([CH3:32])[CH3:31])=[O:29]
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 3

HCID 516892Sodium BicarbonateHCID 27339311,1'-Difluoro-2,2'-bipyridinium Bis(tetrafluoroborate)2 回HCID 231567882,N,N-Trimethyl-5-morpholin-4-ylbenzamide

生成物 2

HCID 231567602-Fluoro-6,n,n-trimethyl-3-morpholin-4-ylbenzamide収率 7.2%HCID 231568654-fluoro-2,N,N-trimethyl-5-morpholin-4-ylbenzamide収率 5.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

393 mg (1.10 mmol) of N,N′-difluoro-2,2′-bipyridinium bis(tetrafluoroborate) was added to 7 ml of an acetonitrile solution containing 458 mg (1.84 mmol) of the 2, N,N-trimethyl-5-morpholin-4-ylbenzamide obtained in Step B of Example 80 under cooling on ice. The obtained mixture was stirred at 0° C. for 1 hour, then at a room temperature for 1 hour, then at 50° C. for 1 hour, then at 80° C. for 2.5 days, and then under heating to reflux for 2 hours. Thereafter, 357 mg (1.0 mmol) of N,N′-difluoro-2,2′-bipyridinium bis(tetrafluoroborate) was further added to the reaction solution, and the obtained mixture was further stirred for 20 minutes. Thereafter, a saturated sodium bicarbonate aqueous solution was added to the reaction solution, and the mixture was then extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and was then concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:3 to 1:1), so as to obtain 25.8 mg (5.3%) of 4-fluoro-2,N,N-trimethyl-5-morpholin-4-ylbenzamide in the form of an oily substance, and also obtain 35.1 mg (7.2%) of 2-fluoro-6,N,N-trimethyl-3-morpholin-4-ylbenzamide in the form of an oily substance.

後処理

  1. temperatureunder cooling on ice
  2. waitat a room temperature for 1 hour
  3. waitat 50° C. for 1 hour
  4. waitat 80° C. for 2.5 days
  5. temperatureunder heating
  6. temperatureto reflux for 2 hours
  7. stirringthe obtained mixture was further stirred for 20 minutes
  8. extractionthe mixture was then extracted with ethyl acetate
  9. dry with materialThe extract was dried over anhydrous sodium sulfate
  10. concentrationwas then concentrated
  11. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:3 to 1:1)

出典と根拠

ORDレコード
ord-fe6ed1284d814452a0c7f1e5510c64a0
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08143274B2

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