Trifluoroacetic acid methylene chloride → (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

HRID 1795020노트

반응식

HRID 1795020 반응식
[OH:1][C@@H:2]([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]2[S:26][C:25]([CH3:27])=[N:24][C:23]=2[CH:28]=1)[CH2:3][N:4]1[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]1.FC(F)(F)C(O)=O.C(Cl)Cl>CC(C)=O.C(=O)([O-])[O-].[K+].[K+]>[CH3:27][C:25]1[S:26][C:22]2[CH:21]=[CH:20][C:19]([O:18][CH2:17][C@H:2]([OH:1])[CH2:3][N:4]3[CH2:5][CH2:6][NH:7][CH2:8][CH2:9]3)=[CH:28][C:23]=2[N:24]=1

참가 물질

5

반응물 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 29943209tert-butyl 4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinecarboxylate

생성물 1

HCID 29943216(2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

시약·촉매·용매 2

HCID 180Acetone용매HCID 11430Potassium Carbonate용매

실험 절차

A solution of tert-butyl 4-[(2R)-2-hydroxy-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinecarboxylate, a compound of formula (5) (2.0 g, 4.9 mmol), and 25% trifluoroacetic acid/methylene chloride (20 ml) was allowed to stir at room temperature overnight. The solvent was evaporated (in vacuo) to yield an oil. The oil was diluted with acetone (20 ml) and solid potassium carbonate was added until the foaming stopped. The resulting mixture was allowed to stir overnight. The solution was filtered through Celite 512, and the filtrate was evaporated (in vacuo), to yield an oil. The oil was placed under high vacuum overnight, to yield (2R)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol as a clear viscous oil (3.4 g. 6.3 mmol).

후처리

  1. customThe solvent was evaporated (in vacuo)
  2. customto yield an oil
  3. additionwas added until the foaming
  4. stirringto stir overnight
  5. filtrationThe solution was filtered through Celite 512
  6. customthe filtrate was evaporated (in vacuo)
  7. customto yield an oil
  8. customwas placed under high vacuum overnight

출처 및 근거

ORD 기록
ord-5e36fde42d4146d4b3529bb9ed652be8
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026321B2

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