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Acetonitrile → Ethyl 2-(4-(tert-butoxycarbonyl)piperazin-1-yl)benzo[d]thiazole-6-carboxylate

HRID 447162
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HRID 447162 반응식
Br[C:2]1[S:3][C:4]2[CH:10]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[C:16]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17].C(=O)([O-])[O-].[K+].[K+].C(#N)C>O>[C:19]([O:18][C:16]([N:23]1[CH2:28][CH2:27][N:26]([C:2]2[S:3][C:4]3[CH:10]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:8]=[CH:7][C:5]=3[N:6]=2)[CH2:25][CH2:24]1)=[O:17])([CH3:22])([CH3:20])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 12067225Ethyl 2-bromo-6-benzothiazolecarboxylate

생성물 1

HCID 67236140Ethyl 2-(4-(tert-butoxycarbonyl)piperazin-1-yl)benzo[d]thiazole-6-carboxylate

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

The ethyl 2-bromobenzo[d]thiazole-6-carboxylate (11.1 g), BOC-piperazine (9.03 g), potassium carbonate (11.7 g) and acetonitrile (400 mL) were combined and heated to reflux overnight. The resulting mixture was cooled to room temperature, diluted with water and extracted with EtOAc. The organics were concentrated to a yellow solid, which was recrystallized from EtOAc/heptane to yield a ethyl 2-(4-(tert-butoxycarbonyl)piperazin-1-yl)benzo[d]thiazole-6-carboxylate as a white powder, which was collected by filtration.

후처리

  1. temperatureheated
  2. temperatureto reflux overnight
  3. extractionextracted with EtOAc
  4. concentrationThe organics were concentrated to a yellow solid, which
  5. customwas recrystallized from EtOAc/heptane

출처 및 근거

ORD 기록
ord-8e2213134dff4b08987d2115cf97cac5
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08481547B2

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