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Hydrochloric Acid → 4-(6-(1-Acetylpiperidin-3-yl)-3-aminopyrazin-2-yl)-2-fluorobenzoic acid

HRID 596096
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HRID 596096 반응식
[C:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([C:10]2[N:15]=[C:14]([C:16]3[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[C:18]([F:26])[CH:17]=3)[C:13]([NH2:27])=[N:12][CH:11]=2)[CH2:5]1)(=[O:3])[CH3:2].[Li+].[OH-].Cl>C1COCC1.CO>[C:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([C:10]2[N:15]=[C:14]([C:16]3[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[C:18]([F:26])[CH:17]=3)[C:13]([NH2:27])=[N:12][CH:11]=2)[CH2:5]1)(=[O:3])[CH3:2]
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참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 118045778Methyl 4-(6-(1-acetylpiperidin-3-yl)-3-aminopyrazin-2-yl)-2-fluorobenzoate

생성물 1

HCID 1180459824-(6-(1-Acetylpiperidin-3-yl)-3-aminopyrazin-2-yl)-2-fluorobenzoic acid

시약·촉매·용매 2

HCID 887Methanol용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

To a mixture of methyl 4-(6-(1-acetylpiperidin-3-yl)-3-aminopyrazin-2-yl)-2-fluorobenzoate (50 mg, 0.134 mmol) in THF (4 mL) and MeOH (2 mL) was added 1 M LiOH (0.500 mL, 0.500 mmol). The reaction mixture was stirred at room temperature for 4 h. The pH of reaction mixture was adjusted to ˜3 with 2 N HCl, and the product was extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over sodium sulfate, filtered and evaporated. The residue was proceeded for next step without purification (34 mg, 70.7%). LCMS (m/z): 359.1 (MH+), 0.534 min.

후처리

  1. customThe pH of reaction mixture
  2. extractionthe product was extracted with ethyl acetate
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was proceeded for next step without purification (34 mg, 70.7%)
  9. custom359.1 (MH+), 0.534 min.

출처 및 근거

ORD 기록
ord-834bce8fda924b2ba5b7353b5f141803
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242996B2

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