Acetic Acid → HCID 19804279, compound

HRID 1886458Notes

Reaction equation

HRID 1886458 reaction equation
[C:1]([C:4]1[CH:34]=[CH:33][CH:32]=[CH:31][C:5]=1[C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][N:18]3[C:22]4=[N:23][C:24]([CH3:28])=[CH:25][C:26]([CH3:27])=[C:21]4[N:20]=[C:19]3[CH2:29][CH3:30])=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)=[O:7])(=[O:3])[NH2:2].[CH3:35][Si](C=[N+]=[N-])(C)C.C(O)(=O)C.CCCCCC.C(OCC)(=O)C>C(Cl)Cl>[CH3:35][NH:2][C:1]([C:4]1[CH:34]=[CH:33][CH:32]=[CH:31][C:5]=1[C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][N:18]3[C:22]4=[N:23][C:24]([CH3:28])=[CH:25][C:26]([CH3:27])=[C:21]4[N:20]=[C:19]3[CH2:29][CH3:30])=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)=[O:7])=[O:3]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 167693TrimethylsilyldiazomethaneHCID 19876062HCID 19876062, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 19804279HCID 19804279, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 12.1 mg of the product of Example 6 in CH2Cl2 at 0° C. was added 0.2 mL of 10% trimethylsilyl-diazomethane. After stirring for 10 minutes, 0.2 mL of acetic acid was added. The volatiles were removed in vacuo. The product was isolated using preparative TLC with 1:1 hexane/ethyl acetate.

Workup

  1. customThe volatiles were removed in vacuo
  2. customThe product was isolated

Sources & evidence

ORD record
ord-8dd9dc7e23644de09511b7668afd1d68
Source dataset
uspto-grants-1992_09
Patent number
US05151435

Reaction notes

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