Lithium hydroxide, monohydrate → HCID 57511989, compound

HRID 348885Notes

Reaction equation

HRID 348885 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:40]=[C:41]([F:43])[CH:42]=1)[CH2:5][C@H:6]([NH:20][C:21]([C:23]1[CH:24]=[C:25]([C:29]2[O:30][C:31]([CH2:34][CH2:35][C:36]([O:38]C)=[O:37])=[CH:32][N:33]=2)[CH:26]=[CH:27][CH:28]=1)=[O:22])[C@H:7]([OH:19])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH3:18])[CH:12]=1.O.[OH-].[Li+]>O1CCCC1.CO.O>[F:1][C:2]1[CH:3]=[C:4]([CH:40]=[C:41]([F:43])[CH:42]=1)[CH2:5][C@H:6]([NH:20][C:21]([C:23]1[CH:24]=[C:25]([C:29]2[O:30][C:31]([CH2:34][CH2:35][C:36]([OH:38])=[O:37])=[CH:32][N:33]=2)[CH:26]=[CH:27][CH:28]=1)=[O:22])[C@H:7]([OH:19])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH3:18])[CH:12]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 57511988Methyl 3-(2-{3-[({(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}amino)carbonyl]phenyl}-1,3-oxazol-5-yl)propanoate

Product 1

HCID 57511989HCID 57511989, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Methyl 3-(2-{3-[({(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}amino)carbonyl]phenyl}-1,3-oxazol-5-yl)propanoate (70 mg, 0.12 mmol) and lithium hydroxide monohydrate (10 mg, 0.24 mmol) in 2:1:1 tetrahydrofuran/methanol/water (6 mL) is stirred at room temperature 1.5 h. The reaction is concentrated under reduced pressure. The residue is washed with 1N hydrochloric acid (aq), then chloroform, and the solid is dried under reduced pressure to give the title compound. ESI MS m/z 578.2 [M+H]+.

Workup

  1. concentrationThe reaction is concentrated under reduced pressure
  2. washThe residue is washed with 1N hydrochloric acid (aq)
  3. dry with materialchloroform, and the solid is dried under reduced pressure

Sources & evidence

ORD record
ord-6fb877843a4c40e7a1f933e3fd6808ad
Source dataset
uspto-grants-2007_02
Patent number
US07176242B2

Reaction notes

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