Lithium Hydroxide → HCID 89443662、化合物

HRID 1771810ノート

反応式

HRID 1771810 の反応式
[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]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 89444009HCID 89444009、化合物

生成物 1

HCID 89443662HCID 89443662、化合物収率 56%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-e5823c1733ea469f939e84e859d2eb63
出典データセット
uspto-grants-2016_02
特許番号
US09249085B2

反応ノート

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