Pentafluorobenzoyl chloride → HCID 19074002, compound

HRID 964866Notes

Reaction equation

[NH2:1][CH2:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:10][CH:11]=2)[O:6][C:5](=[O:18])[CH:4]=1.[F:19][C:20]1[C:25]([C:26](Cl)=[O:27])=[C:24]([F:29])[C:23]([F:30])=[C:22]([F:31])[C:21]=1[F:32]>>[CH2:14]([N:13]([CH2:16][CH3:17])[C:9]1[CH:8]=[C:7]2[C:12]([C:3]([CH2:2][NH:1][C:26](=[O:27])[C:25]3[C:24]([F:29])=[C:23]([F:30])[C:22]([F:31])=[C:21]([F:32])[C:20]=3[F:19])=[CH:4][C:5](=[O:18])[O:6]2)=[CH:11][CH:10]=1)[CH3:15]

Participants

Reactant 2

HCID 75256Pentafluorobenzoyl chloride

HCID 19074016HCID 19074016, compound

Product 1

HCID 19074002HCID 19074002, compound

Procedure

4-Aminomethyl-7-diethylaminocoumarin (50 mg, 0.2 mmol) is treated with pentafluorobenzoyl chloride (0.5 mL, 0.3 mmol) at 0° C. under dry argon protection, and worked up according to the procedure of Example 25. Compound 29 is obtained as an off-white solid (67 mg, yield: 76%).

Sources & evidence

ORD record: ord-2375d12931f44f92b3945b9fac9b828b
Source dataset: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05773236

Reaction notes

Loading…