Methanol → 4-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-methoxybenzonitrile

HRID 1838254노트

반응식

HRID 1838254 반응식
C[C:2](C)([O-:4])C.[K+].CO.C1COCC1.[CH3:14][C@H:15]1[CH2:20][NH:19][C@H:18]([CH3:21])[CH2:17][N:16]1[C:22]1[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[C:24](F)[CH:23]=1>[Cl-].[Na+].O>[CH3:14][C@H:15]1[CH2:20][NH:19][C@H:18]([CH3:21])[CH2:17][N:16]1[C:22]1[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[C:24]([O:4][CH3:2])[CH:23]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 23665647Potassium tert-butoxideHCID 686909784-[(2S,5R)-2,5-Dimethylpiperazin-1-yl]-2-fluorobenzonitrile

생성물 1

HCID 686912044-[(2S,5R)-2,5-dimethylpiperazin-1-yl]-2-methoxybenzonitrile

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

A 1.35 g portion of potassium tert-butoxide and 0.48 ml of methanol were added to 5 ml of THF, and the mixture was stirred for 30 minutes. Next, this was mixed with 934 mg of trans-4-(2,5-dimethylpiperazin-1-yl)-2-fluorobenzonitrile synthesized in Reference Example 14 and stirred at room temperature for 2 days. This was mixed with saturated brine and extracted with ethyl acetate, the organic layer was washed with water, and then the solvent was evaporated and the resulting mixture was subjected to a silica gel column chromatography and eluted with ethyl acetate-methanol-28% aqueous ammonia (9:1:0.1, v/v/v) to obtain 900 mg of the title compound.

후처리

  1. customsynthesized in Reference Example 14
  2. stirringstirred at room temperature for 2 days
  3. extractionextracted with ethyl acetate
  4. washthe organic layer was washed with water
  5. customthe solvent was evaporated
  6. washeluted with ethyl acetate-methanol-28% aqueous ammonia (9:1:0.1, v/v/v)

출처 및 근거

ORD 기록
ord-ecc0f26fc27e407d90e84573407eedb0
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673799B1

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