HCID 87828374, compound → HCID 10296304, compound

HRID 1269557Notes

Reaction equation

[C:1]([O:4]C1C=C(Cl)C(OC2C=CC(NC(=O)C)=C(Br)C=2)=C(Cl)C=1C)(=[O:3])[CH3:2].C(O[C:30]1[CH:35]=[C:34]([Cl:36])[C:33]([O:37][C:38]2[CH:43]=[CH:42][C:41]([NH:44][C:45](=[O:47])[CH3:46])=[C:40]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[CH:39]=2)=[C:32]([Cl:54])[C:31]=1C)(=O)C>>[Cl:36][C:34]1[CH:35]=[C:30]([CH2:2][C:1]([OH:4])=[O:3])[CH:31]=[C:32]([Cl:54])[C:33]=1[O:37][C:38]1[CH:43]=[CH:42][C:41]([NH:44][C:45](=[O:47])[CH3:46])=[C:40]([C:48]2[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=2)[CH:39]=1

Participants

Reactant 2

HCID 87828374HCID 87828374, compound

HCID 87831489HCID 87831489, compound

Product 1

HCID 10296304HCID 10296304, compoundYield 95%

Procedure

Methyl[3,5-dichloro-4-(4-acetamido-3-bromophenoxy)phenyl] acetate (100 mg) was coupled with n-tributylphenyltin (140 mg, 0.38 mmol), using the same procedure as described in Example 3(a). This gave 70 mg (70%) of methyl(3,5-dichloro-4-[4-acetamido-3-phenylphenoxy]phenyl) acetate. A part of the obtained ester (50 mg) was hydrolysed using the method described in Example 1(i), to give 45 mg (95%) of 3,5-dichloro-4-(4-acetamido-3-phenylphenoxy)phenylacetic acid, m/z 430.

Sources & evidence

ORD record: ord-1ce9ac721fb342298254e6e7062cd6c2
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199265B2

Reaction notes

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