Triethylamine → HCID 22632878, compound

HRID 2270178Notes

Reaction equation

HRID 2270178 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.[F:13][C:14]1[CH:31]=[CH:30][C:17]([NH:18][C:19]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=2[C:21]([OH:23])=O)=[CH:16][CH:15]=1.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]=[CH:16][C:17]([NH:18][C:19]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=2[C:21]([NH:41][O:40][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:23])=[CH:30][CH:31]=1

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 102312Benzyloxyamine hydrochlorideHCID 22632867HCID 22632867, compound

Product 1

HCID 22632878HCID 22632878, compoundYield 95%

Procedure

Using General Method 2, the reaction of carbonyldiimidazole (1.90 g, 11.6 mmol), 2-(4-fluoro-anilino)-4,5-difluorobenzoic acid (Example N, 2.59 g, 9.7 mmol), O-benzylhydroxylamine hydrochloride (1.55 g, 9.7 mmol), and triethylamine (1.63 mL, 11.6 mmol) provided 3.43 g of the crude title compound.

Sources & evidence

ORD record
ord-ce5ee3119cf84236a6c59a46390fff7e
Source dataset
uspto-grants-2001_12
Patent number
US06331538B1

Reaction notes

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