Acetic Acid → HCID 136054475, compound

HRID 606431Notes

Reaction equation

HRID 606431 reaction equation
[OH:1][NH:2][CH:3]([CH:35]([CH3:37])[CH3:36])[CH2:4][S:5]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][NH:21][C:22]([C:24]3[NH:33][C:32](=[O:34])[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[O:23])[CH:15]=2)=[CH:10][CH:9]=1)(=[O:7])=[O:6].[C:38](O)(=[O:40])[CH3:39].C(OC(=O)C)(=O)C>C1COCC1>[C:38]([N:2]([OH:1])[CH:3]([CH:35]([CH3:37])[CH3:36])[CH2:4][S:5]([C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][NH:21][C:22]([C:24]3[NH:33][C:32](=[O:34])[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=3)=[O:23])[CH:15]=2)=[CH:12][CH:13]=1)(=[O:6])=[O:7])(=[O:40])[CH3:39]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 136054509HCID 136054509, compound

Product 1

HCID 136054475HCID 136054475, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of N-[(4′-{[2-(hydroxyamino)-3-methylbutyl]sulfonyl}biphenyl-3-yl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide obtained in Reference Example 107 (0.100 g, 0.192 mmol) and acetic acid (2 mL) in THF (20 mL) was added acetic anhydride (0.018 mL, 0.192 mmol) at room temperature, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from EtOH-ethyl acetate-diethyl ether-hexane to give the title compound as a white powder (0.085 g, 79%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was crystallized from EtOH-ethyl acetate-diethyl ether-hexane

Sources & evidence

ORD record
ord-65fabcff6bee4ce4a8d16097b6a07316
Source dataset
uspto-grants-2011_03
Patent number
US07915267B2

Reaction notes

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