Methyl 4-aminobenzoate → HCID 18452518, compound

HRID 1271063Notes

Reaction equation

HRID 1271063 reaction equation
C([O:4][C:5]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:6]=1[C:13](Cl)=[O:14])(=O)C.[NH2:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23][CH3:24])=[O:22])=[CH:19][CH:18]=1>>[F:11][C:9]1[C:8]([F:12])=[CH:7][C:6]([C:13]([NH:16][C:17]2[CH:18]=[CH:19][C:20]([C:21]([O:23][CH3:24])=[O:22])=[CH:25][CH:26]=2)=[O:14])=[C:5]([OH:4])[CH:10]=1

Participants

3

Reactant 2

HCID 12082Methyl 4-aminobenzoateHCID 59556245HCID 59556245, compound

Product 1

HCID 18452518HCID 18452518, compoundYield 71.2%

Procedure

Analogous to the method described in Example 1, 2-(chlorocarbonyl)-4,5-difluorophenyl acetate (0.2 g, 0.85 mmol) and methyl 4-aminobenzoate (0.174 g, 1.1 mmol) were coupled to yield methyl 4-(4,5-difluoro-2-hydroxybenzamido)benzoate (0.186 g, 64%). RP-HPLC: 2.61 min; ES-MS (M+H)+=308.0.

Sources & evidence

ORD record
ord-4cfeabd2623544e1a084825fbe7a9358
Source dataset
uspto-grants-2007_04
Patent number
US07205296B2

Reaction notes

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