Hydrochloric Acid → 5-Chloro-4-(4-fluorobenzyl)-pyridine-2-carboxylic acid

HRID 1480059노트

반응식

HRID 1480059 반응식
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:8]([Cl:19])=[CH:7][N:6]=1)=[O:4].[OH-].[Na+].Cl.C(OCC)(=O)C>C1COCC1>[Cl:19][C:8]1[C:9]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 902039175-Chloro-4-(4-fluorobenzyl)-pyridine-2-carboxylic acid methyl ester

생성물 1

HCID 902041245-Chloro-4-(4-fluorobenzyl)-pyridine-2-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5-chloro-4-(4-fluorobenzyl)-pyridine-2-carboxylic acid methyl ester (190 mg, 0.68 mmol) in THF (10 mL) was added sodium hydroxide solution (1.36 mL, 1 N). The resulting solution was stirred at room temperature for 2 hours, and afterwards acidified with hydrochloric acid (15 mL, 1N) and poured into ethyl acetate (50 mL). The phases were separated and the water phase was extracted with additional ethyl acetate; the organic portions were combined, dried over Na2SO4, filtered and concentrated. The crude material (186 mg, quant.) a white solid, was sufficiently pure to be used in the next step without further purification. MS (ESI, m/z): 264.0 (M−H−).

후처리

  1. customThe phases were separated
  2. extractionthe water phase was extracted with additional ethyl acetate
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto be used in the next step without further purification

출처 및 근거

ORD 기록
ord-7b04a2c158f74b68acf57bcb06b1e83c
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409866B2

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