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

HRID 596099ノート

反応式

HRID 596099 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-9e9c72e73e34427d95eed81f1fe29a3c
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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