tert-Butyl piperazine-1-carboxylate → (2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

HRID 891050

반응식

HRID 891050 반응식
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][C@@H:13]([OH:16])[CH2:14]C)=[CH:7][C:5]=2[N:6]=1.[N:17]1(C(OC(C)(C)C)=O)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.FC(F)(F)C(O)=O.C(Cl)Cl>CC(C)=O.C(=O)([O-])[O-].[K+].[K+]>[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][C@@H:13]([OH:16])[CH2:14][N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[CH:7][C:5]=2[N:6]=1

참가 물질

6

반응물 3

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 21863450Trifluoroacetic acid methylene chlorideHCID 69622255(2S)-1-(2-methylbenzothiazol-5-yloxy)butan-2-ol

생성물 1

HCID 58595334(2S)-1-(2-methylbenzothiazol-5-yloxy)-3-piperazinylpropan-2-ol

시약·촉매·용매 2

HCID 180Acetone용매HCID 11430Potassium Carbonate용매

실험 절차

A solution of (2S)-1-(2-methylbenzothiazol-5-yloxy)butan-2-ol, tert butyl 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 (2S)-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. filtrationThe solution was filtered through Celite 512
  5. customthe filtrate was evaporated (in vacuo)
  6. customto yield an oil
  7. customwas placed under high vacuum overnight

출처 및 근거

ORD 기록
ord-ae629f88f1d64d689a9a55ca7f320969
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07001909B2

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