Magnesium Bromide → HCID 89692873, compound

HRID 1481844Notes

Reaction equation

HRID 1481844 reaction equation
C[O:2][C:3]1[C:8]([C:9](=[O:20])[NH:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][C:15]2=[O:19])=[CH:7][C:6]([NH:21][C:22]([C:24]2[N:25]=[C:26]([CH:29]3[CH2:31][CH2:30]3)[O:27][CH:28]=2)=[O:23])=[C:5]([N:32]2[CH2:37][CH2:36][N:35]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=3[CH3:44])[CH2:34][CH2:33]2)[CH:4]=1.[Br-].[Mg+2].[Br-]>N1C=CC=CC=1>[OH:2][C:3]1[C:8]([C:9](=[O:20])[NH:10][CH2:11][CH2:12][CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][C:15]2=[O:19])=[CH:7][C:6]([NH:21][C:22]([C:24]2[N:25]=[C:26]([CH:29]3[CH2:30][CH2:31]3)[O:27][CH:28]=2)=[O:23])=[C:5]([N:32]2[CH2:33][CH2:34][N:35]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=3[CH3:44])[CH2:36][CH2:37]2)[CH:4]=1

Participants

4

Reactant 2

HCID 82241Magnesium BromideHCID 71667528HCID 71667528, compound

Product 1

HCID 89692873HCID 89692873, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 2-cyclopropyl-oxazole-4-carboxylic acid [4-methoxy-5-[3-(2-oxo-pyrrolidin-1-yl)-propylcarbamoyl]-2-(4-o-tolyl-piperazin-1-yl)-phenyl]-amide 2c (40.0 mg, 0.067 mmol) in pyridine (5.0 mL) was added magnesium bromide (49.0 mg, 0.268 mmol). The reaction was stirred at 130° C. for 16 h. Cooled, concentrated and the crude 2d was dissolved in methanol/water mixture and purified on preparative HPLC using methanol/water as eluent.

Workup

  1. temperatureCooled
  2. concentrationconcentrated
  3. dissolutionthe crude 2d was dissolved in methanol/water mixture
  4. custompurified on preparative HPLC

Sources & evidence

ORD record
ord-bf15a91e4c4c487eb584c1a6cd9b8096
Source dataset
uspto-grants-2016_08
Patent number
US09409897B2

Reaction notes

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