Lithium Hydroxide → HCID 89443662, 화합물

HRID 1771810노트

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HRID 1771810 반응식
[C:1]([C:3]1[C:16]([NH:17][CH2:18][C:19]2[CH:24]=[C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=3)[CH:22]=[CH:21][C:20]=2[F:32])=[C:15]([F:33])[CH:14]=[CH:13][C:4]=1[O:5][CH2:6][C:7]([O:9]C(C)C)=[O:8])#[N:2].[Li+].[OH-]>C1COCC1.O>[C:1]([C:3]1[C:16]([NH:17][CH2:18][C:19]2[CH:24]=[C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=3)[CH:22]=[CH:21][C:20]=2[F:32])=[C:15]([F:33])[CH:14]=[CH:13][C:4]=1[O:5][CH2:6][C:7]([OH:9])=[O:8])#[N:2]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 89444009HCID 89444009, 화합물

생성물 1

HCID 89443662HCID 89443662, 화합물수율 56%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of isopropyl 2-[2-cyano-4-fluoro-3-[[2-fluoro-5-(3-fluorophenyl)phenyl]methylamino]phenoxy]acetate (220 mg, 0.48 mmol, 1 eq) in a mixture of THF (10 mL) and water (10 mL) was added LiOH (20 mg, 0.96 mmol, 2 eq). The reaction was stirred for 3 h then the THF removed in vacuo. The aqueous solution that remained was acidified to pH 4 with 3M HCl and the aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue obtained was triturated with a mixture of 2-methoxy-2-methylpropane (5 mL) and petroleum ether (20 mL) to give the desired product as an off-white solid (110 mg, 56%).

후처리

  1. customthe THF removed in vacuo
  2. extractionthe aqueous layer was extracted with EtOAc
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue obtained
  8. customwas triturated with a mixture of 2-methoxy-2-methylpropane (5 mL) and petroleum ether (20 mL)

출처 및 근거

ORD 기록
ord-e5823c1733ea469f939e84e859d2eb63
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249085B2

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