Sodium Carbonate → HCID 57515703, compound

HRID 480441Notes

Reaction equation

HRID 480441 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].Cl.[Cl:8][C:9]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)=[C:11]([C:27]2[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=2)[N:10]=1.[C:33]1([C@@H:39]([NH2:43])[CH2:40][CH2:41][NH2:42])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(O)C>[ClH:8].[NH2:43][C@H:39]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH2:40][CH2:41][NH:42][C:9]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)=[C:11]([C:27]2[CH:32]=[CH:31][N:30]=[CH:29][CH:28]=2)[N:10]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 18767884HCID 18767884, compoundHCID 54194979HCID 54194979, compound

Product 1

HCID 57515703HCID 57515703, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Aqueous sat. sodium carbonate (2 ml) was added to a solution of 2-chloro-3-methyl-6-(4-pyridyl)-5-(3-trifluoromethylphenyl)-4(3H)-pyrimidinone hydrochloride (730 mg, 2 mmol) and (S)-1-phenyl-1,3-propanediamine (360 mg, 2.4 mmol) in ethanol (10 ml). The mixture was stirred for 4 h at room temperature. It was evaporated and the remainder partitioned between dichloromethane and water. The organic solution was dried and evaporated followed by column chromatography on silica gel (dichloromethane:methanol:conc. ammonium hydroxide=93:7:0.7). MS (m/z): 480 (M+H)+; C26H24F3N5O requir. 479.5 (free base).

Workup

  1. customIt was evaporated
  2. customthe remainder partitioned between dichloromethane and water
  3. customThe organic solution was dried
  4. customevaporated

Sources & evidence

ORD record
ord-b67ca5d882e948988df752fc02340c31
Source dataset
uspto-grants-2003_11
Patent number
US06649604B2

Reaction notes

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