Lithium hydroxide, monohydrate → HCID 68312953, compound

HRID 1530435Notes

Reaction equation

HRID 1530435 reaction equation
O.[OH-].[Li+].C[O:5][C:6]([C:8]1([O:11][C:12]2[CH:34]=[CH:33][C:15]3[C:16]4[N:20]([CH2:21][CH2:22][O:23][C:14]=3[CH:13]=2)[CH:19]=[C:18]([C:24]2[N:25]([CH:30]([CH3:32])[CH3:31])[N:26]=[C:27]([CH3:29])[N:28]=2)[N:17]=4)[CH2:10][CH2:9]1)=[O:7]>CO.O>[CH:30]([N:25]1[C:24]([C:18]2[N:17]=[C:16]3[N:20]([CH2:21][CH2:22][O:23][C:14]4[CH:13]=[C:12]([O:11][C:8]5([C:6]([OH:7])=[O:5])[CH2:9][CH2:10]5)[CH:34]=[CH:33][C:15]=43)[CH:19]=2)=[N:28][C:27]([CH3:29])=[N:26]1)([CH3:32])[CH3:31]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 68312970HCID 68312970, compound

Product 1

HCID 68312953HCID 68312953, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Lithium hydroxide monohydrate (141 mg, 3.44 mmol) was added to a solution of 1-[2-(2-isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]cyclopropanecarboxylic acid methyl ester (730 mg, 1.72 mmol) in MeOH (10 mL) and water (2 mL) and the mixture was heated at 50° C. for 1 h. Volatiles were removed under reduced pressure and the pH of the resulting residue was adjusted to 4 by addition of 1N HCl. A precipitate formed which was collected by filtration and washed with water affording 1-[2-(2-Isopropyl-5-methyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulen-8-yloxy]cyclopropanecarboxylic acid (570 mg, 81%). LCMS: RT 2.71 min [M+H]+ 410.2

Workup

  1. customVolatiles were removed under reduced pressure
  2. additionthe pH of the resulting residue was adjusted to 4 by addition of 1N HCl
  3. customA precipitate formed which
  4. filtrationwas collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-4014a969389444349582b811c54392d0
Source dataset
uspto-grants-2015_07
Patent number
US09090628B2

Reaction notes

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