Hydrochloric Acid → HCID 68304026, compound

HRID 1401799Notes

Reaction equation

HRID 1401799 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][N:12]([C:15]2[S:16][CH:17]=[C:18]([C:20]3[CH:29]=[CH:28][C:27]4[C:26]([CH3:31])([CH3:30])[CH2:25][CH2:24][C:23]([CH3:33])([CH3:32])[C:22]=4[CH:21]=3)[N:19]=2)[CH2:11][CH2:10]1)C.O.[OH-].[Li+].Cl>C1COCC1>[CH3:30][C:26]1([CH3:31])[CH2:25][CH2:24][C:23]([CH3:32])([CH3:33])[C:22]2[CH:21]=[C:20]([C:18]3[N:19]=[C:15]([N:12]4[CH2:13][CH2:14][N:9]([CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:34])=[O:3])[CH2:10][CH2:11]4)[S:16][CH:17]=3)[CH:29]=[CH:28][C:27]1=2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 67322988HCID 67322988, compound

Product 1

HCID 68304026HCID 68304026, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

60 mg of 5-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperazin-1-yl}pentanoic acid ethyl ester from step a was dissolved in 2.5 ml of THF, 250 μl of water and 11 mg (0.43 mmol) of lithium hydroxide were added, and the mixture was stirred at room temperature overnight. The reaction mixture was neutralised using a 1N hydrochloric acid solution, evaporated to dryness and purified by means of preparative HPLC. The product is in the form of the trifluoroacetate salt.

Workup

  1. customevaporated to dryness
  2. custompurified by means of preparative HPLC

Sources & evidence

ORD record
ord-19af160653784bcdb4826618db67ef5e
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

Loading…