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Lithium hydroxide, monohydrate → 2-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid

HRID 1471658
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HRID 1471658 반응식
[CH2:1]([C:4]1[N:8]([CH2:9][C:10]([O:12]C)=[O:11])[N:7]=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:5]=1)[CH:2]=[CH2:3].O.[OH-].[Li+]>C1COCC1.O.CO>[CH2:1]([C:4]1[N:8]([CH2:9][C:10]([OH:12])=[O:11])[N:7]=[C:6]([C:14]([F:16])([F:17])[F:15])[CH:5]=1)[CH:2]=[CH2:3]
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참가 물질

6

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 90281162methyl 2-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

생성물 1

HCID 902814622-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid수율 99%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

Methyl 2-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate (120 mg, 0.48 mmol) was dissolved in THF (1 mL). To this solution was added lithium hydroxide monohydrate (70 mg) in water (1 mL) and MeOH (0.1 mL). The resulting solution was stirred at room temperature overnight. Upon completion of the reaction, the product was purified by reverse phase HPLC eluting with acetonitrile/water (with 0.1% TFA) to afford 2-(5-allyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid (110 mg, 99%) as an oil. MS (m/z): 235.3 [M+H]+; HPLC retention time 3.03 min (2-98% acetonitrile:water with 0.05% trifluoroacetic acid).

후처리

  1. customUpon completion of the reaction
  2. customthe product was purified by reverse phase HPLC
  3. washeluting with acetonitrile/water (with 0.1% TFA)

출처 및 근거

ORD 기록
ord-d0213fa3bafd4ca196dfe611fb4bf4c4
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09012441B2

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