Lithium Hydroxide → HCID 86675922, compound

HRID 572666Notes

Reaction equation

HRID 572666 reaction equation
[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:15]=[C:14]([CH3:16])[N:13]=[C:12]([C:17]3[CH2:21][CH:20]([C:22]4[CH:31]=[CH:30][C:25]([C:26]([O:28]C)=[O:27])=[CH:24][CH:23]=4)[O:19][N:18]=3)[CH:11]=2)=[O:9])=[CH:4][C:3]=1[O:34][CH3:35].[OH-].[Li+]>C1COCC1.O>[F:1][C:2]1[CH:33]=[CH:32][C:5]([CH2:6][NH:7][C:8]([C:10]2[N:15]=[C:14]([CH3:16])[N:13]=[C:12]([C:17]3[CH2:21][CH:20]([C:22]4[CH:31]=[CH:30][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=4)[O:19][N:18]=3)[CH:11]=2)=[O:9])=[CH:4][C:3]=1[O:34][CH3:35]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 71465604HCID 71465604, compound

Product 1

HCID 86675922HCID 86675922, compound

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a cold stirred solution of methyl 4-(3-(6-(4-fluoro-3-methoxybenzylcarbamoyl)-2-methylpyrimidin-4-yl)-4,5-dihydroisoxazol-5-yl)benzoate (0.3 g, 0.62 mmol, G.1.29) in THF/water (1:1) was added lithium hydroxide (0.03 g, 1.2 mmol, Sd Fine Chem). The reaction mixture was stirred for about 3 h at RT and excess solvent was removed under reduced pressure. The aqueous layer was acidified with 10% HCl solution. The solid was collected by filtration, washed with water and dried under vacuum to afford 4-(3-(6-(4-fluoro-3-methoxybenzylcarbamoyl)-2-methylpyrimidin-4-yl)-4,5-dihydroisoxazol-5-yl)benzoic acid. (0.2 g), (69%).

Workup

  1. customexcess solvent was removed under reduced pressure
  2. filtrationThe solid was collected by filtration
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-d6259b5b773c4301a0fc9eb4bad16ed0
Source dataset
uspto-grants-2015_05
Patent number
US09029409B2

Reaction notes

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