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Water → 6-Bromo-2-(diethoxymethyl)-1H-pyrrolo[3,2-c]pyridine

HRID 2205933
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HRID 2205933 반응식
[Br:1][C:2]1[N:7]=[CH:6][C:5]2[CH:8]=[C:9]([CH:15]([O:19][CH2:20][CH3:21])[O:16][CH2:17][CH3:18])[N:10](S(C)(=O)=O)[C:4]=2[CH:3]=1.[OH-].[Na+].O>CO>[Br:1][C:2]1[N:7]=[CH:6][C:5]2[CH:8]=[C:9]([CH:15]([O:16][CH2:17][CH3:18])[O:19][CH2:20][CH3:21])[NH:10][C:4]=2[CH:3]=1
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참가 물질

5

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HCID 962WaterHCID 14798Sodium HydroxideHCID 867063206-Bromo-2-(diethoxymethyl)-1-(methylsulfonyl)-1H-pyrrolo[3,2-c]pyridine

생성물 1

HCID 867063196-Bromo-2-(diethoxymethyl)-1H-pyrrolo[3,2-c]pyridine수율 89%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

6-Bromo-2-(diethoxymethyl)-1-(methylsulfonyl)-1H-pyrrolo[3,2-c]pyridine (Preparation 136, 202 mg, 0.54 mmole) was stirred in methanol (2.4 mL) and 1M sodium hydroxide in water (0.62 mL, 0.62 mmole) was added. The reaction was stirred at 25° C. for 6 hours. The methanol was evaporated and the residue taken up in ethyl acetate (25 mL). The solution was washed with water and brine, the organic layer was concentrated in vacuo to afford the title compound (142 mg, 89%). 1H-NMR (CDCl3, 500 MHz): δ 1.27 (t, J=6.94 Hz, 6H), 3.58-3.72 (m, 4H), 5.73 (m, 1H), 6.59 (m, 1H), 7.48 (m, 1H), 8.65 (s, 1H), 8.84 (br s, 1H, NH).

후처리

  1. customThe methanol was evaporated
  2. washThe solution was washed with water and brine
  3. concentrationthe organic layer was concentrated in vacuo

출처 및 근거

ORD 기록
ord-60429d4e27f541e29bf4d18a7dfd7d7f
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09371319B2

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