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Sodium Hydroxide → 2-[4-(1-Tert-butoxycarbonylamino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid

HRID 872331
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HRID 872331 반응식
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]2[C:11]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]4([NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:23][CH2:22][CH2:21]4)=[CH:16][CH:15]=3)[N:13]=[C:7]2[CH:6]=1)=[O:4].[OH-].[Na+]>CO.O>[C:28]([O:27][C:25]([NH:24][C:20]1([C:17]2[CH:16]=[CH:15][C:14]([C:12]3[N:13]=[C:7]4[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:10]=[CH:9][N:8]4[C:11]=3[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:19][CH:18]=2)[CH2:21][CH2:22][CH2:23]1)=[O:26])([CH3:31])([CH3:29])[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 666656142-[4-(1-Tert-butoxycarbonylamino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester

생성물 1

HCID 666649662-[4-(1-Tert-butoxycarbonylamino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid수율 107.9%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 962
Water
용매

실험 절차

A solution of 2-[4-(1-tert-butoxycarbonylamino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester (2.30 g, 4.60 mmol) in MeOH (77 mL) was added a solution of NaOH (3.7 g, 9.24 mmol, 2.0 equiv) in water (15 mL). The resulting mixture was stirred at room temperature for 12 h. The resulting clear solution was concentrated under pressure. The remaining material was treated with water (50 mL), made acidic with an aqueous 2N HCl solution, and extracted with a 4:1 CH2Cl2/isopropanol solution (4×25 mL). The combined organic phases were dried (Na2SO4 anh) and concentrated under reduced pressure to give 2-[4-(1-tert-butoxycarbonylamino-cyclobutyl)-phenyl]-3-phenyl-imidazo[1,2-a]pyridine-7-carboxylic acid (2.4 g, 107%):

후처리

  1. concentrationThe resulting clear solution was concentrated under pressure
  2. additionThe remaining material was treated with water (50 mL)
  3. extractionextracted with a 4:1 CH2Cl2/isopropanol solution (4×25 mL)
  4. dry with materialThe combined organic phases were dried (Na2SO4 anh)
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-5156078fa0da48178911b2c5235542ce
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975265B2

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