Sodium Hydroxide → HCID 68595558、化合物

HRID 220541

反応式

HRID 220541 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4[CH:22]=[N:23][NH:24][CH:25]=4)[CH2:16][CH2:15]3)=[N:10][CH:11]=[CH:12][N:13]=2)=[CH:4][CH:3]=1.[OH-].[Na+].[ClH:28].[Cl:29][CH2:30][CH2:31][NH:32][CH3:33].[Cl-].[NH4+]>C(#N)C.S(=O)(=O)(O)[O-].C([N+](CCCC)(CCCC)CCCC)CCC.CO>[ClH:29].[ClH:28].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4[CH:25]=[N:24][N:23]([CH2:30][CH2:31][NH:32][CH3:33])[CH:22]=4)[CH2:16][CH2:15]3)=[N:10][CH:11]=[CH:12][N:13]=2)=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 3028223Ethanamine, 2-chloro-N-methyl-, hydrochloride (1:1)HCID 59321743HCID 59321743、化合物

生成物 1

HCID 68595558HCID 68595558、化合物収率 23%

試薬・触媒・溶媒 3

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 887Methanol溶媒HCID 6342Acetonitrile溶媒

実験手順

Dissolve 3′-(4-fluoro-phenyl)-4-(1H-pyrazol-4-ylmethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl (0.450 g, 1.33 mmol) in acetonitrile (3 mL) and add solid sodium hydroxide (0.186 g, 4.65 mmol). After 30 min. add (2-chloro-ethyl)-methyl-amine hydrochloride (0.190 g, 1.46 mmol) and tetrabutylammonium bisulfate (18 mg, 0.0531 mmol) then reflux the mixture for 20 hr. Cool and filter the mixture then evaporate. Purify using silica gel chromatography, eluting with 6:94 2N ammonia in methanol:DCM to give a yellow oil. Dissolve the solid in methanol and add ammonium chloride then sonicate the mixture for 10 min. Evaporate the solution to give the title compound as a white solid (0.139 g, 23%). MS (ES): m/z=396 [M+H]+.

後処理

  1. temperaturethen reflux the mixture for 20 hr
  2. temperatureCool
  3. filtrationfilter the mixture
  4. customthen evaporate
  5. customPurify
  6. washeluting with 6:94 2N ammonia in methanol
  7. customDCM to give a yellow oil
  8. customthen sonicate the mixture for 10 min
  9. customEvaporate the solution

出典と根拠

ORDレコード
ord-9fc5132842d847008eb03b8a484a7813
出典データセット
uspto-grants-2012_06
特許番号
US08202873B2

関連ノート

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