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Acetonitrile → 4-Fluoro-6-methyl-1-[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one methanesulfonate

HRID 447787
ノート
印刷プレビュー

反応式

HRID 447787 の反応式
[F:1][C:2]1[C:10]2[NH:9][C:8](=[O:11])[N:7]([CH:12]3[CH2:17][CH2:16][N:15]([CH:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)[CH2:14][CH2:13]3)[C:6]=2[CH:5]=[C:4]([CH3:24])[CH:3]=1.C(#N)C.[CH3:28][S:29]([OH:32])(=[O:31])=[O:30]>C(O)CC>[CH3:28][S:29]([OH:32])(=[O:31])=[O:30].[F:1][C:2]1[C:10]2[NH:9][C:8](=[O:11])[N:7]([CH:12]3[CH2:17][CH2:16][N:15]([CH:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)[CH2:14][CH2:13]3)[C:6]=2[CH:5]=[C:4]([CH3:24])[CH: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

5

反応物 3

HCID 6342AcetonitrileHCID 6395Methanesulfonic AcidHCID 16038386Gsk 1034702

生成物 1

HCID 866189424-Fluoro-6-methyl-1-[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one methanesulfonate

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

反応条件

温度
35 °C

実験手順

4-Fluoro-6-methyl-1-[1-(tetrahydro-2H-pyran-4-yl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-one free base (1.499 mmol, 500 mg, 1 wt) was weighed into a 250 ml round bottomed flask, acetonitrile (95 vol., 47.5 ml) and n-propanol (80 vol., 40 ml) were added, giving a white slurry. Methanesulfonic acid (1 eq, 1.499 mmol, 97 □l) was pipetted into the flask. The contents of the flask were heated using a hot air gun—the slurry dissolved and a white precipitate formed. The precipitate was magnetically stirred at 35° C. for four days under nitrogen. After cooling to ambient temperature, the solid was isolated by vacuum filtration and washed with acetonitrile (10 vol. 5 ml). The white solid was dried under high vacuum at 60° C. for 25 hours. 561 mg, 87%, white solid.

後処理

  1. customgiving a white slurry
  2. temperatureThe contents of the flask were heated
  3. dissolutiondissolved
  4. customa white precipitate formed
  5. temperatureAfter cooling to ambient temperature
  6. customthe solid was isolated by vacuum filtration
  7. washwashed with acetonitrile (10 vol. 5 ml)
  8. customThe white solid was dried under high vacuum at 60° C. for 25 hours

出典と根拠

ORDレコード
ord-5b3ae0325a6a4b5ebf43053483fae67d
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08481566B2

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