Triethylamine → HCID 22632972, compound

HRID 2270182Notes

Reaction equation

HRID 2270182 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.[F:13][C:14]1[CH:15]=[C:16]([CH:29]=[CH:30][CH:31]=1)[NH:17][C:18]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:19]=1[C:20]([OH:22])=O.Cl.[CH2:33]([O:40][NH2:41])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.C(N(CC)CC)C>>[F:13][C:14]1[CH:15]=[C:16]([CH:29]=[CH:30][CH:31]=1)[NH:17][C:18]1[CH:26]=[C:25]([F:27])[C:24]([F:28])=[CH:23][C:19]=1[C:20]([NH:41][O:40][CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:22]

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 102312Benzyloxyamine hydrochlorideHCID 22632872HCID 22632872, compound

Product 1

HCID 22632972HCID 22632972, compoundYield 91.2%

Procedure

Using General Method 2, the reaction of carbonyldiimidazole (2.83 g, 17.5 mmol), 2-(3-fluoro-anilino)-4,5-difluorobenzoic acid (Example S, 4.24 g, 15.9 mmol), O-benzylhydroxylamine hydrochloride (2.5 g, 15.9 mmol), and triethylamine (2.4 mL, 17.5 mmol) provided 5.4 g of the crude title compound.

Sources & evidence

ORD record
ord-c1fd5a6ab31b4409a6908b435b579983
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

Loading…