Hydrochloric Acid → 4-(3-amino-6-(1-ethyl-1H-pyrazol-4-yl)pyrazin-2-yl)-2-fluorobenzoic acid

HRID 596099노트

반응식

HRID 596099 반응식
[NH2:1][C:2]1[C:3]([C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[C:17]([F:25])[CH:16]=2)=[N:4][C:5]([C:8]2[CH:9]=[N:10][N:11]([CH2:13][CH3:14])[CH:12]=2)=[CH:6][N:7]=1.[Li+].[OH-].Cl>CO.C1COCC1>[NH2:1][C:2]1[C:3]([C:15]2[CH:24]=[CH:23][C:18]([C:19]([OH:21])=[O:20])=[C:17]([F:25])[CH:16]=2)=[N:4][C:5]([C:8]2[CH:9]=[N:10][N:11]([CH2:13][CH3:14])[CH:12]=2)=[CH:6][N:7]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 118045915methyl 4-(3-amino-6-(1-ethyl-1H-pyrazol-4-yl)pyrazin-2-yl)-2-fluorobenzoate

생성물 1

HCID 1180452614-(3-amino-6-(1-ethyl-1H-pyrazol-4-yl)pyrazin-2-yl)-2-fluorobenzoic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To methyl 4-(3-amino-6-(1-ethyl-1H-pyrazol-4-yl)pyrazin-2-yl)-2-fluorobenzoate (25 mg, 0.073 mmol) in MeOH (1 mL) and THF (2 mL) was added 1 M LiOH (0.220 mL, 0.2 20 mmol). The reaction mixture was stirred at room temperature for 4 h. The pH of reaction mixture was adjusted to ˜4 by 2 N HCl. The product was extracted with ethyl acetate twice. The combined organics extracts were washed with brine, dried over sodium sulfate, filtered, and evaporated. The residue was proceeded to next step without further purification. LCMS (m/z): 328.1 (MH+), 0.607 min.

후처리

  1. customThe pH of reaction mixture
  2. extractionThe product was extracted with ethyl acetate twice
  3. washThe combined organics extracts were washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was proceeded to next step without further purification
  8. custom328.1 (MH+), 0.607 min.

출처 및 근거

ORD 기록
ord-9e9c72e73e34427d95eed81f1fe29a3c
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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