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4-(Bromoacetyl)benzonitrile → Tert-butyl 1-(2-(4-cyanophenyl)-2-oxoethyl)azetidine-3-carboxylate

HRID 1948504
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반응식

HRID 1948504 반응식
Br[CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=[O:4].[NH:13]1[CH2:16][CH:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:14]1>C1(C)C=CC=CC=1>[C:9]([C:8]1[CH:11]=[CH:12][C:5]([C:3](=[O:4])[CH2:2][N:13]2[CH2:14][CH:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:16]2)=[CH:6][CH:7]=1)#[N:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 986544-(Bromoacetyl)benzonitrileHCID 21828700tert-Butyl azetidine-3-carboxylate

생성물 1

HCID 66955251Tert-butyl 1-(2-(4-cyanophenyl)-2-oxoethyl)azetidine-3-carboxylate수율 28.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a mixture of 4-(2-bromoacetyl)benzonitrile (448 mg, 2 mmol) in toluene (10 mL) was added tert-butyl azetidine-3-carboxylate (346 mg, 2.2 mmol). The reaction mixture was stirred overnight and then, solvent was removed. The solids were triturated with EtOAC. The solids were collected and dried in vacuo to yield 170 mg of tert-butyl 1-(2-(4-cyanophenyl)-2-oxoethyl)azetidine-3-carboxylate as an off white solid. MS (m+1)=301. HPLC Peak RT=0.97 minutes (Analytical Method B).

후처리

  1. customsolvent was removed
  2. customThe solids were triturated with EtOAC
  3. customThe solids were collected
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-d83773d6cebb4aaa885ba5040bdb862d
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08399451B2

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