Triethylamine → HCID 22632918, compound

HRID 2416787Notes

Reaction equation

HRID 2416787 reaction equation
C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=1)[NH:18][C:19]1[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=1[C:21]([OH:23])=O.Cl.[CH2:34]([O:41][NH2:42])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C(N(CC)CC)C>>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH:30]=[CH:31][CH:32]=1)[NH:18][C:19]1[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=1[C:21]([NH:42][O:41][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:23]

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 102312Benzyloxyamine hydrochlorideHCID 22633006HCID 22633006, compound

Product 1

HCID 22632918HCID 22632918, compoundYield 105.7%

Procedure

Using General Method 2, the reaction of carbonyldiimidazole (2.90 g, 17.6 mmol), 2-(3-methoxy-anilino)-4,5-difluorobenzoic acid (Example Q, 4.48 g, 16 mmol), O-benzylhydroxylamine hydrochloride (2.6 g, 16 mmol), and triethylamine (2.5 mL, 17.6 mmol) provided 6.5 g of the crude title compound.

Sources & evidence

ORD record
ord-49812b3008c843ee89359ea209ba4109
Source dataset
uspto-grants-2004_11
Patent number
US06825199B2

Reaction notes

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