Hydrochloric Acid → HCID 69075955, compound

HRID 1782778Notes

Reaction equation

HRID 1782778 reaction equation
[CH3:1][C:2]1([CH3:45])[CH2:7][O:6][CH:5]([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][O:21][C:22]3[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][C:23]=3[C:32]([NH:34][CH:35]3[CH2:40][CH2:39][CH2:38][CH:37]([C:41]([O:43]C)=[O:42])[CH2:36]3)=[O:33])=[CH:14][CH:13]=2)[O:4][CH2:3]1.Cl>CO.C1COCC1.[OH-].[Na+]>[C:41]([CH:37]1[CH2:38][CH2:39][CH2:40][CH:35]([NH:34][C:32]([C:23]2[CH:24]=[C:25]([CH:30]=[CH:31][C:22]=2[O:21][CH2:20][CH2:19][CH2:18][C:15]2[CH:16]=[CH:17][C:12]([O:11][CH2:10][CH2:9][CH2:8][CH:5]3[O:4][CH2:3][C:2]([CH3:45])([CH3:1])[CH2:7][O:6]3)=[CH:13][CH:14]=2)[C:26]([O:28][CH3:29])=[O:27])=[O:33])[CH2:36]1)([OH:43])=[O:42]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 57589102HCID 57589102, compound

Product 1

HCID 69075955HCID 69075955, compoundYield 77.9%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 70.0 mg of methyl 4-(3-{4-[3-(5,5-dimethyl-1,3-dioxan-2-yl)propoxy]-phenyl}propoxy)-3-({[3-(methoxycarbonyl)cyclohexyl]amino}carbonyl)benzoate in 1 ml each of methanol, THF and 2 molar sodium hydroxide solution is stirred at a temperature of 60° C. for 2 hours. Then 1.1 ml of 2 molar hydrochloric acid are added, and the reaction mixture is left to stand open at room temperature for 15 hours. A precipitate separates out and is filtered off with suction and washed with water. If the precipitation is incomplete, extraction with ethyl acetate is possible. The organic extract is dried over anhydrous sodium sulphate and evaporated. 53.3 mg of a solid are obtained.

Workup

  1. waitthe reaction mixture is left
  2. filtrationis filtered off with suction
  3. washwashed with water
  4. customIf the precipitation
  5. extractionextraction with ethyl acetate
  6. extractionThe organic extract
  7. dry with materialis dried over anhydrous sodium sulphate
  8. customevaporated

Sources & evidence

ORD record
ord-99804e3a40f3441b94044a379b018da5
Source dataset
uspto-grants-2009_03
Patent number
US07498460B2

Reaction notes

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