Water → HCID 58883455, 화합물

HRID 1765834노트

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HRID 1765834 반응식
[CH:1]([O:4][C:5](=[O:32])[C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23]C)=[O:22])=[C:16]([F:25])[CH:15]=2)=[CH:8][C:7]=1[CH2:26][N:27]([CH:29]1[CH2:31][CH2:30]1)[CH3:28])([CH3:3])[CH3:2].O1CCCC1.O.O.[OH-].[Li+]>CO>[CH:1]([O:4][C:5](=[O:32])[C:6]1[CH:11]=[CH:10][C:9]([C:12]#[C:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[C:16]([F:25])[CH:15]=2)=[CH:8][C:7]=1[CH2:26][N:27]([CH:29]1[CH2:31][CH2:30]1)[CH3:28])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 690779862-[(Cyclopropyl-methyl-amino)-methyl]-4-(3-fluoro-4-methoxycarbonylmethyl-phenylethynyl)-benzoic acid isopropyl ester2회

생성물 1

HCID 58883455HCID 58883455, 화합물수율 68.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 2-[(cyclopropyl-methyl-amino)-methyl]-4-(3-fluoro-4-methoxycarbonylmethyl-phenylethynyl)-benzoic acid isopropyl ester (Intermediate 124, 0.04 g, 0.09 mmol) in a mixture of methanol (2 mL), tetrahydrofuran (2 mL) and water (1 mL) was treated with lithium hydroxide monohydrate (0.042 g, 1 mmol) and the resulting reaction mixture was stirred at ambient temperature for 2 h. The volatiles were evaporated in vacuo, the residue was neutralized with saturated, aqueous ammonium chloride solution and extracted with ethyl acetate. The combined organic extract was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to a solid. Preparative reverse phase HPLC using 10% water in acetonitrile as the mobile phase afforded the title product as a white solid (0.026 g, 54%).

후처리

  1. customthe resulting reaction mixture
  2. customThe volatiles were evaporated in vacuo
  3. extractionextracted with ethyl acetate
  4. extractionThe combined organic extract
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo to a solid

출처 및 근거

ORD 기록
ord-11776b683b9749058219d97c8e2c8183
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07226951B2

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