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Sodium Hydroxide → 5-Bromo-4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine

HRID 2375945
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HRID 2375945 반응식
C1(S([N:10]2[C:14]3=[N:15][CH:16]=[C:17]([Br:20])[C:18]([Cl:19])=[C:13]3[CH:12]=[C:11]2[I:21])(=O)=O)C=CC=CC=1.BrC1C(Cl)=C2C=C(I)N(S(C3C=CC=CC=3I)(=O)=O)C2=NC=1.[OH-].[Na+]>C1COCC1.CO>[Br:20][C:17]1[C:18]([Cl:19])=[C:13]2[CH:12]=[C:11]([I:21])[NH:10][C:14]2=[N:15][CH:16]=1
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참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 59854535HCID 59854535, 화합물HCID 59854553HCID 59854553, 화합물

생성물 1

HCID 598545525-Bromo-4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of a 4:6 mixture of 1-benzenesulfonyl-5-bromo-4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine and 5-bromo-4-chloro-2-iodo-1-(2-iodobenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.178 mmol) in THF (4 mL) was added 3N NaOH in methanol (1 mL), and the mixture was stirred at RT for 30 min. The reaction was quenched with saturated ammonium chloride solution (2 mL), water (5 mL) was added, and the mixture was filtered. The precipitate obtained was washed with water (3×10 mL) followed by hexane (3×10 mL) and dried under vacuum to yield the title compound as white solid. 1H NMR (400 MHz, CD3OD): δ=8.21 (s, 1H), 6.74 (s, 1H); MS (ES+): m/z 358.75 (100) [MH+]; HPLC: tR=5.68 min (ZQ2000, nonpolar—15 min).

후처리

  1. customThe reaction was quenched with saturated ammonium chloride solution (2 mL), water (5 mL)
  2. additionwas added
  3. filtrationthe mixture was filtered
  4. customThe precipitate obtained
  5. washwas washed with water (3×10 mL)
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-c24071a974d44a38a20535d554c59a5c
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07465726B2

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