Hydrochloric Acid → 4-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)-phenylamino)-5-oxo-4,5-dihydropyrazin-2-yl)phenylamino)methyl)benzoic Acid

HRID 1772072노트

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HRID 1772072 반응식
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11]CC)=[O:10])=[C:7]([CH2:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[N:25]=[C:26]([NH:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]([N:41]5[CH2:46][CH2:45][O:44][CH2:43][CH2:42]5)=[O:40])=[CH:35][CH:34]=4)[C:27](=[O:31])[N:28]([CH3:30])[CH:29]=3)[C:19]=2[CH3:47])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].Cl>C1COCC1.CCO.O>[C:1]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH2:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[N:25]=[C:26]([NH:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]([N:41]5[CH2:46][CH2:45][O:44][CH2:43][CH2:42]5)=[O:40])=[CH:35][CH:34]=4)[C:27](=[O:31])[N:28]([CH3:30])[CH:29]=3)[C:19]=2[CH3:47])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66610366Ethyl 4-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)phenyl amino)-5-oxo-4,5-dihydropyrazin-2yl)phenylamino)methyl)benzoate

생성물 1

HCID 666101474-tert-Butyl-2-((2-methyl-3-(4-methyl-6-(4-(morpholine-4-carbonyl)-phenylamino)-5-oxo-4,5-dihydropyrazin-2-yl)phenylamino)methyl)benzoic Acid

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To 25 mL round bottom flask charged with ester 101h (100 mg, 0.16 mmol) and LiOH (20 mg, 0.47 mmol) in THF (2 mL), EtOH (2 mL) and H2O (2 mL). After the mixture was stirred at 60° C. for 16 h, the pH was adjusted to 7 with aqueous 1M HCl. The aqueous phase was extracted with EtOAc (2×10 mL), and the combined organic extracts were washed with brine (10 mL), dried with Na2SO4 and concentrated. The crude 101i (97 mg, 99%) was used without further purification.

후처리

  1. extractionThe aqueous phase was extracted with EtOAc (2×10 mL)
  2. washthe combined organic extracts were washed with brine (10 mL)
  3. dry with materialdried with Na2SO4
  4. concentrationconcentrated
  5. customThe crude 101i (97 mg, 99%) was used without further purification

출처 및 근거

ORD 기록
ord-2c2685f96f5c4cd980be8842fd2f4686
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249123B2

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