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Methyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate → Methyl 2-cyano-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate

HRID 886039
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HRID 886039 반응식
I[C:2]1[N:3]=[C:4]2[C:10]3[CH:11]=[CH:12][C:13]([C:15]([O:17][CH3:18])=[O:16])=[CH:14][C:9]=3[O:8][CH2:7][CH2:6][N:5]2[CH:19]=1.[Cu](C#N)[C:21]#[N:22]>CN(C=O)C>[C:21]([C:2]1[N:3]=[C:4]2[C:10]3[CH:11]=[CH:12][C:13]([C:15]([O:17][CH3:18])=[O:16])=[CH:14][C:9]=3[O:8][CH2:7][CH2:6][N:5]2[CH:19]=1)#[N:22]
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참가 물질

4

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HCID 58204516Methyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylateHCID 178418260HCID 178418260, 화합물

생성물 1

HCID 67050620Methyl 2-cyano-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylate수율 74.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Methyl 2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate (740, 2.3 mmol) and copper cyanide (537 mg, 6.9 mmol) were mixed in DMF (8 mL). The reaction was microwaved on 200 watts, 150° C. for 40 minutes. The reaction mixture was partitioned between 15% ammonia in water and EtOAc. The aqueous layer was extracted with EtOAc three times, combined organic extracts were washed with water, brine and dried over MgSO4 to produce 0.46 g (74% yield) of methyl 2-cyano-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate.

후처리

  1. customThe reaction was microwaved on 200 watts, 150° C. for 40 minutes
  2. customThe reaction mixture was partitioned between 15% ammonia in water and EtOAc
  3. extractionThe aqueous layer was extracted with EtOAc three times
  4. washwere washed with water, brine
  5. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-6e9dcd6fa4224476a2fd7dab909223f5
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08242104B2

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