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

HRID 447162
ノート
印刷プレビュー

反応式

HRID 447162 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8e2213134dff4b08987d2115cf97cac5
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08481547B2

反応ノート

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