Water → HCID 25270814, compound

HRID 469416Notes

Reaction equation

HRID 469416 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[C:7]([CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)=[CH:6]2.Cl[C:21]1[N:26]=[CH:25][N:24]=[C:23]([C:27]([C:29]2[CH:39]=[C:38]([CH3:40])[C:32]3[N:33]([CH3:37])[C:34](=[O:36])[O:35][C:31]=3[CH:30]=2)=[O:28])[CH:22]=1.O>CN(C=O)C>[CH3:37][N:33]1[C:32]2[C:38]([CH3:40])=[CH:39][C:29]([C:27]([C:23]3[N:24]=[CH:25][N:26]=[C:21]([N:17]4[CH2:18][CH2:19][CH:14]([C:7]5[C:8](=[O:13])[NH:9][C:10]6[C:5]([CH:6]=5)=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=6)[CH2:15][CH2:16]4)[CH:22]=3)=[O:28])=[CH:30][C:31]=2[O:35][C:34]1=[O:36]

Participants

5

Reactant 3

HCID 962WaterHCID 581811026-methoxy-3-piperidin-4-yl-1H-quinolin-2-oneHCID 581811626-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one

Product 1

HCID 25270814HCID 25270814, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

30 mg (0.087 mmol) 6-methoxy-3-piperidin-4-yl-1H-quinoline-2-one, 30 mg (0.10 mmol) 6-(6-chloro-pyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one and 50 μl (0.36 mmol) TEA were combined in 3 mL DMF and stirred overnight at RT. Then the reaction mixture was added to water, the precipitate formed was suction filtered and washed with MeOH. Next, the precipitate was boiled in DMF/MeOH and the precipitate was suction filtered.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. washwashed with MeOH
  4. filtrationfiltered

Sources & evidence

ORD record
ord-f4e3d3a54fbc459eb31643249c6dbb57
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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