Acetic Acid → HCID 178447279, compound

HRID 2220149Notes

Reaction equation

HRID 2220149 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]3[CH:24]=[CH:23][C:22]([CH2:25][N:26]([C:33]4[CH:34]=[C:35]([CH:47]=[CH:48][CH:49]=4)[C:36]([O:38][CH2:39][C:40]4[O:41][C:42](=[O:46])[O:43][C:44]=4[CH3:45])=[O:37])[C:27](=[O:32])[CH2:28][CH2:29][CH2:30][CH3:31])=[CH:21][CH:20]=3)[N:10]=[N:9]2)C=CC=CC=1.C(O)(=O)C.O>O1CCOCC1>[CH3:45][C:44]1[O:43][C:42](=[O:46])[O:41][C:40]=1[CH2:39][O:38][C:36](=[O:37])[C:35]1[CH:47]=[CH:48][CH:49]=[C:33]([N:26]([CH2:25][C:22]2[CH:23]=[CH:24][C:19]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[C:11]3[NH:10][N:9]=[N:8][N:12]=3)=[CH:20][CH:21]=2)[C:27](=[O:32])[CH2:28][CH2:29][CH2:30][CH3:31])[CH:34]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 23134784HCID 23134784, compound

Product 1

HCID 178447279HCID 178447279, compoundYield 61.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of the obtained (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 3-[N-[[4-[2-(3-triphenylmethyl-3H-tetrazol-5-yl)phenyl]phenyl]methyl]-N-pentanoylamino]benzoate (11.57 g) in dioxane (80 ml) were added acetic acid (60 ml) and water (20 ml), and the mixture was stirred at 40° C. for 7 hrs. The reaction mixture was concentrated to give a solid, and the residue was purified by silica gel column chromatography (methylene chloride-methanol:10-1 v/v) to give the object compound (5.01 g).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto give a solid
  3. customthe residue was purified by silica gel column chromatography (methylene chloride-methanol:10-1 v/v)

Sources & evidence

ORD record
ord-7bbfed6badae4b2cbe47bd640f0cbc2a
Source dataset
uspto-grants-2008_08
Patent number
US07417052B2

Reaction notes

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