Water → HCID 178522476、化合物

HRID 2098234ノート

反応式

HRID 2098234 の反応式
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([C:9]2[CH:30]=[CH:29][C:12]3[NH:13][C:14]([NH:16][C:17]([C:19]4[N:20]=[C:21]5[CH:26]=[CH:25][C:24](Cl)=[N:23][N:22]5[CH:28]=4)=[O:18])=[N:15][C:11]=3[CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[N:33]1([CH2:39][CH2:40][OH:41])[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1.[H-].[Na+].O>CN(C=O)C>[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([C:9]2[CH:30]=[CH:29][C:12]3[NH:13][C:14]([NH:16][C:17]([C:19]4[N:20]=[C:21]5[CH:26]=[CH:25][C:24]([O:41][CH2:40][CH2:39][N:33]6[CH2:38][CH2:37][O:36][CH2:35][CH2:34]6)=[N:23][N:22]5[CH:28]=4)=[O:18])=[N:15][C:11]=3[CH:10]=2)[CH:6]=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 611632-MorpholinoethanolHCID 178522475HCID 178522475、化合物

生成物 1

HCID 178522476HCID 178522476、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred mixture of 6-chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-trifluoromethyl-phenyl)-1H-benzoimidazol-2-yl]-amide (100 mg) and 2-morpholin-4-yl-ethanol (250 μL) in dry DMF (1 mL) was added NaH (100 mg, 60% dispersion in mineral oil) and the mixture was stirred at room temperature for 1 h. To this was added water (20 mL) and the reaction mixture stirred for 10 minutes. The precipitated solid was filtered and purified by column chromatography (12 g pre-packed silica gel column cartridge) using DCM and 2N ammonia in methanol to afford 6-(2-morpholin-4-yl-ethoxy)-imidazo[1,2-b]pyridazine-2-carboxylic acid [5-(3-trifluoromethyl-phenyl)-1H-benzoimidazol-2-yl]-amide (42 mg). LCMS (m/z): 552.8.

後処理

  1. stirringthe reaction mixture stirred for 10 minutes
  2. filtrationThe precipitated solid was filtered
  3. custompurified by column chromatography (12 g pre-packed silica gel column cartridge)

出典と根拠

ORDレコード
ord-a89199c479754412b9508b96afb79ca6
出典データセット
uspto-grants-2013_05
特許番号
US08450354B2

反応ノート

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