Methanol → HCID 178494842、化合物

HRID 541320ノート

反応式

HRID 541320 の反応式
[CH:1]([C:4]1[C:13]([C:14]2[NH:18][C:17]([CH2:19][CH2:20][O:21][CH3:22])=[N:16][N:15]=2)=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([CH3:23])[CH:5]=1)([CH3:3])[CH3:2].O.[OH-].[Li+].CO>O>[CH:1]([C:4]1[C:13]([C:14]2[NH:18][C:17]([CH2:19][CH2:20][O:21][CH3:22])=[N:16][N:15]=2)=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH3:23])[CH:5]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 178494843HCID 178494843、化合物2 回

生成物 1

HCID 178494842HCID 178494842、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To crude methyl 4-isopropyl-5-(5-(2-methoxyethyl)-4H-1,2,4-triazol-3-yl)-2-methylbenzoate (compound 198.5, 0.12 mmol, 1.0 equiv) from the previous step in a 4-mL vial was added lithium hydroxide monohydrate (10.1 mg, 0.24 mmol, 2.0 equiv), methanol (0.9 mL) and water (0.3 mL). The resulting mixture was stiffed at room temperature for 3 hours followed by 50° C. for 3 hours and 40° C. for 17 hours. The solvents were removed in vacuo and the residue was diluted with water (7 mL) plus saturated NaHCO3 (1 mL) and the aqueous was washed with diethyl ether (2 mL). The organic was back extracted with a mix of water (2 mL) plus saturated NaHCO3 (0.5 mL). The combined aqueous was acidified to pH=3 with 1 M H3PO4 and extracted with dichlormethane (3×5 mL). The organics were dried (Na2SO4), filtered and removed in vacuo to obtain the title compound as a white waxy solid (31.5 mg, 88% over 2 steps). m/z (ES+) 304 (M+H)+.

後処理

  1. waitfollowed by 50° C. for 3 hours and 40° C. for 17 hours
  2. customThe solvents were removed in vacuo
  3. additionthe residue was diluted with water (7 mL) plus saturated NaHCO3 (1 mL)
  4. washthe aqueous was washed with diethyl ether (2 mL)
  5. extractionThe organic was back extracted with
  6. additiona mix of water (2 mL) plus saturated NaHCO3 (0.5 mL)
  7. extractionextracted with dichlormethane (3×5 mL)
  8. dry with materialThe organics were dried (Na2SO4)
  9. filtrationfiltered
  10. customremoved in vacuo

出典と根拠

ORDレコード
ord-9e320149619f45a0bdd96b31b5785d84
出典データセット
uspto-grants-2014_10
特許番号
US08871790B2

反応ノート

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