Lithium hydroxide, monohydrate → HCID 67050783, compound

HRID 1498511Notes

Reaction equation

HRID 1498511 reaction equation
C[O:2][C:3](=[O:28])[CH2:4][NH:5][C:6]1[CH:27]=[CH:26][C:9]2[C:10]3[N:14]([CH2:15][CH2:16][O:17][C:8]=2[CH:7]=1)[CH:13]=[C:12]([C:18]1[N:19]([CH:23]([CH3:25])[CH3:24])[N:20]=[CH:21][N:22]=1)[N:11]=3.O.[OH-].[Li+:31]>O1CCOCC1.O>[Li+:31].[CH:23]([N:19]1[C:18]([C:12]2[N:11]=[C:10]3[N:14]([CH2:15][CH2:16][O:17][C:8]4[CH:7]=[C:6]([NH:5][CH2:4][C:3]([O-:28])=[O:2])[CH:27]=[CH:26][C:9]=43)[CH:13]=2)=[N:22][CH:21]=[N:20]1)([CH3:25])[CH3:24]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67050740HCID 67050740, compound

Product 1

HCID 67050783HCID 67050783, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

To a solution of [2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulen-8-ylamino]-acetic acid methyl ester (407 mg, 0.43 mmol) in dioxane (1 mL) and water (1 mL) was added lithium hydroxide monohydrate (36 mg, 0.86 mmol) and the reaction mixture stirred at RT for 18 h. Water was added and the reaction mixture extracted with DCM. The aqueous phase was filtered and concentrated in vacuo to give [2-(2-Isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulen-8-ylamino]-acetic acid lithium salt (130 mg, 81%). LCMS: RT=2.30 min, [M+H]+=369.

Workup

  1. extractionthe reaction mixture extracted with DCM
  2. filtrationThe aqueous phase was filtered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c4bed9caf61942548d9ec7b18a19e7ad
Source dataset
uspto-grants-2015_12
Patent number
US09198918B2

Reaction notes

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