Lithium hydroxide, monohydrate → HCID 67050783, compound

HRID 2044671Notes

Reaction equation

HRID 2044671 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-639af57b667e43b7a0d5a0270bf814f1
Source dataset
uspto-grants-2013_11
Patent number
US08586574B2

Reaction notes

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