Lithium Hydroxide → HCID 68580053, compound

HRID 2233983Notes

Reaction equation

HRID 2233983 reaction equation
[OH-].[Li+].[Cl:3][C:4]1[C:8]([Cl:9])=[C:7]([CH3:10])[NH:6][C:5]=1[C:11]([NH:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]2[N:25]=[C:24]([C:26]([O:28]C)=[O:27])[CH:23]=[C:22]([O:30][CH3:31])[N:21]=2)[CH2:16][CH2:15]1)=[O:12]>CO>[Cl:3][C:4]1[C:8]([Cl:9])=[C:7]([CH3:10])[NH:6][C:5]=1[C:11]([NH:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]2[N:25]=[C:24]([C:26]([OH:28])=[O:27])[CH:23]=[C:22]([O:30][CH3:31])[N:21]=2)[CH2:16][CH2:15]1)=[O:12]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68579853HCID 68579853, compound

Product 1

HCID 68580053HCID 68580053, compoundYield 44.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Lithium hydroxide (2 M, 4 ml) was warmed to 40° C. and a solution of methyl 2-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-6-methoxypyrimidine-4-carboxylate (Example 315, 0.30 g, 0.68 mmol) in MeOH was added. The reaction temperature was increased to 60° C. and it was stirred at that temperature for 3 h. The MeOH was removed, the aqueous solution was cooled to 0° C. and then acidified with 1 N HCl. The precipitate was collected by suction filtration and washed with EtOAc to give the title compound (0.13 g).

Workup

  1. customThe MeOH was removed
  2. temperaturethe aqueous solution was cooled to 0° C.
  3. filtrationThe precipitate was collected by suction filtration
  4. washwashed with EtOAc

Sources & evidence

ORD record
ord-f7e42e56f8bb4f18b2150ca4ddf264b5
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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