Sulfuric Acid → HCID 178525761, compound

HRID 2235003Notes

Reaction equation

HRID 2235003 reaction equation
[C:1]1([C:7]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][N:10]=[C:9]([NH:19][C@H:20]3[CH2:25][CH2:24][C@H:23]([C:26]([O:28]CC)=[O:27])[CH2:22][CH2:21]3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCCC1.[OH-].[Li+].S(=O)(=O)(O)O>O>[C:1]1([C:7]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][N:10]=[C:9]([NH:19][C@H:20]3[CH2:21][CH2:22][C@H:23]([C:26]([OH:28])=[O:27])[CH2:24][CH2:25]3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 178472430HCID 178472430, compound

Product 1

HCID 178525761HCID 178525761, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

70 mg (0.17 mmol) of ethyl trans-4-(4,5-diphenylpyrimidin-2-ylamino)-cyclohexanecarboxylate were mixed with 872 μl of tetrahydrofuran and 872 μl of 1N aqueous lithium hydroxide solution and stirred at room temperature for 48 hours. The reaction mixture was diluted with water and acidified with sulfuric acid, and the resulting precipitate was filtered off with suction. 64 mg (98%) of the desired product were obtained.

Workup

  1. filtrationthe resulting precipitate was filtered off with suction

Sources & evidence

ORD record
ord-7a82db1bf4f54642b809ae678406d5fe
Source dataset
uspto-grants-2010_05
Patent number
US07713988B2

Reaction notes

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