Ethanol → Acetic Acid 1-{4-[1-(4-cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)ureidomethyl]-phenyl}-2-(2H-tetrazol-5-yl)ethyl Ester

HRID 480385Notes

Reaction equation

HRID 480385 reaction equation
C1(C2C=CC([N:13]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([CH:32]([OH:39])[CH2:33][C:34]4[N:35]=[N:36][NH:37][N:38]=4)=[CH:28][CH:27]=3)[C:14]([NH:16][C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[CH:18]=3)=[O:15])=CC=2)CCCCC=1.C(O[C:44](=[O:46])[CH3:45])(=O)C.[CH2:47](O)[CH3:48]>C(Cl)Cl>[C:17]1([C:48]2[CH:47]=[CH:28][C:27]([CH:25]([NH:13][C:14]([NH:16][C:17]3[CH:18]=[C:19]([Cl:24])[CH:20]=[C:21]([Cl:23])[CH:22]=3)=[O:15])[C:26]3[CH:31]=[CH:30][C:29]([CH:32]([O:39][C:44](=[O:46])[CH3:45])[CH2:33][C:34]4[N:35]=[N:36][NH:37][N:38]=4)=[CH:28][CH:27]=3)=[CH:26][CH:25]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 187689131-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)-1-{4-[1-hydroxy-2-(2H-tetrazol-5-yl)ethyl]benzyl}urea

Product 1

HCID 67482389Acetic Acid 1-{4-[1-(4-cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)ureidomethyl]-phenyl}-2-(2H-tetrazol-5-yl)ethyl Ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Cyclohex-1-enylphenyl)-3-(3,5-dichlorophenyl)-1-{4-[1-hydroxy-2-(2H-tetrazol-5-yl)ethyl]benzyl}urea (30 mg, 0.05 mmol) was dissolved in DCM (1.5 ml) and acetic acid anhydride (15 μl) was added. The mixture was stirred at room temperature overnight, and then taken to dryness. The residual oil was dissolved in ethanol (2 ml), and heated to reflux for 0.5 min. Then cooled and evaporated to dryness. The residue was stripped twice from acetonitrile to give a quantitative yield of the title compound.

Workup

  1. temperatureheated
  2. temperatureto reflux for 0.5 min
  3. temperatureThen cooled
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-0604f4a364804bf7aaa45016e8d83cb0
Source dataset
uspto-grants-2003_11
Patent number
US06649641B2

Reaction notes

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