Hydrogen chloride-ethyl acetate → HCID 71252863, compound

HRID 2411507Notes

Reaction equation

HRID 2411507 reaction equation
[CH3:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[N:22]=[CH:21][C:20]([N:23]4[C@H:27]([CH3:28])[CH2:26][O:25][C:24]4=[O:29])=[CH:19][N:18]=3)=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[ClH:30].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:30].[CH3:1][C:2]1[C:3]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([C:17]3[N:22]=[CH:21][C:20]([N:23]4[C@H:27]([CH3:28])[CH2:26][O:25][C:24]4=[O:29])=[CH:19][N:18]=3)=[O:16])[CH2:13][CH2:14]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 71252740HCID 71252740, compound

Product 1

HCID 71252863HCID 71252863, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using 1-(3,5-dimethylpyridin-2-yl)piperazine hydrochloride (528 mg) described in Preparation Example 80 and 5-bromopyrimidine-2-carboxylic acid (406 mg) and by the reaction and treatment in the same manner as in Example 97, (5-bromopyrimidin-2-yl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (750 mg) was obtained. Using this compound (750 mg) and (R)-4-methyl-2-oxazolidinone (303 mg) and by the reaction and treatment in the same manner as in Example 1, (R)-3-[2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]pyrimidin-5-yl]-4-methyloxazolidin-2-one was obtained. The obtained (R)-3-[2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]pyrimidin-5-yl]-4-methyloxazolidin-2-one was dissolved in ethyl acetate, 4N hydrogen chloride/ethyl acetate (0.4 mL) was added, and the precipitate was collected by filtration to give the title compound (509 mg).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-5f2437d6ea1944e38d722e881745abd5
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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