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Lithium Hydroxide → 3-(6-aminopyridin-3-yl)-N-(7-carboxy-1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide

HRID 1826056
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HRID 1826056 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([N:12]([CH2:14][C:15]2[C:23]3[C:18](=[C:19]([C:24]([O:26]C)=[O:25])[CH:20]=[CH:21][CH:22]=3)[N:17]([CH3:28])[CH:16]=2)[CH3:13])=[O:11])=[CH:4][CH:3]=1.O1CCCC1.[Li+].[OH-]>CO.O>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([N:12]([CH2:14][C:15]2[C:23]3[C:18](=[C:19]([C:24]([OH:26])=[O:25])[CH:20]=[CH:21][CH:22]=3)[N:17]([CH3:28])[CH:16]=2)[CH3:13])=[O:11])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 10407301(E)-3-(6-aminopyridin-3-yl)-N-(7-methoxycarbonyl-1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide

생성물 1

HCID 667801973-(6-aminopyridin-3-yl)-N-(7-carboxy-1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide수율 35%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 962Water용매

실험 절차

A solution of (E)-3-(6-aminopyridin-3-yl)-N-(7-methoxycarbonyl-1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide (76 mg, 0.2 mmole) in methanol (4 mL), water (2 mL), and tetrahydrofuran (2 mL) was treated with LiOH (39 mg, 1.6 mmole), and the reaction was stirred at ambient temperature for 48 h. The mixture was filtered, and the filtrate was acidified to pH 4.0–4.5 with 1.0 N HCl. The precipitate was collected, washed with water and dried giving the title compound (25 mg, 35%) as a white solid: MS (ES) m/e 365.2 (M+H)+. Anal. Calcd for C20H20N4O3.0.25 H2O: C, 65.11: H, 5.60; N, 15.18. Found: C, 64.83; H, 5.52; N, 15.07.

후처리

  1. filtrationThe mixture was filtered
  2. customThe precipitate was collected
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-00d6e5cffcf6422fb0ea055989a6c28a
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07049310B2

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