Sodium Hydroxide → HCID 68595558, 화합물

HRID 220541

반응식

HRID 220541 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

HCID 68595558HCID 68595558, 화합물수율 23%

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 887Methanol용매HCID 6342Acetonitrile용매

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-9fc5132842d847008eb03b8a484a7813
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202873B2

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