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Methanesulfonyl chloride → 4-chloro-3-nitro-1H-pyrrolo[2,3-b]pyridine

HRID 1696202
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HRID 1696202 반응식
[N+](C1C=C[N+]([O-])=C2NC=CC=12)([O-])=O.[N+:14]([C:17]1[C:25]2[C:20](=[N+:21]([O-])[CH:22]=[CH:23][CH:24]=2)[NH:19][CH:18]=1)([O-:16])=[O:15].CS([Cl:31])(=O)=O>CN(C)C=O>[Cl:31][C:24]1[CH:23]=[CH:22][N:21]=[C:20]2[NH:19][CH:18]=[C:17]([N+:14]([O-:16])=[O:15])[C:25]=12
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참가 물질

5

반응물 3

HCID 31297Methanesulfonyl chlorideHCID 178526747HCID 178526747, 화합물HCID 178526852HCID 178526852, 화합물

생성물 1

HCID 247295694-chloro-3-nitro-1H-pyrrolo[2,3-b]pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

To a solution of a 2:1 mixture (589.8 mg) of 4-nitro-1H-pyrrolo-[2,3-b]pyridine 7-oxide and 3-nitro-1H-pyrrolo[2,3-b]pyridine-7-oxide in N,N-dimethylformamide (6 ml) was added dropwise methanesulfonyl chloride (0.68 ml) at 65° C. The reaction mixture was stirred at 65° C. for 2 hours. The reaction mixture was quenched with water (30 ml) under ice cooling, and neutralized (pH ˜6.5) with 20% NaOH solution. The resulting precipitates were collected by filtration, dried in vacuo at 40° C., and washed with EtOAc to give 4-chloro-3-nitro-1H-pyrrolo[2,3-b]pyridine (172.8 mg) as a brown solid.

후처리

  1. customThe reaction mixture was quenched with water (30 ml) under ice cooling
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. customdried in vacuo at 40° C.
  5. washwashed with EtOAc

출처 및 근거

ORD 기록
ord-3323f3aa8e9c4f79a838f55180926f97
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163767B2

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