2-Fluorobenzoyl chloride → HCID 66927422, compound

HRID 60545Notes

Reaction equation

HRID 60545 reaction equation
[CH:1]1([CH:6]2[O:10][B:9]([OH:11])[C:8]3[CH:12]=[C:13]([NH:16][C:17](=[O:28])[C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4C(F)(F)F)[CH:14]=[CH:15][C:7]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:29]C1C=CC=CC=1C(Cl)=O>>[CH:1]1([CH:6]2[O:10][B:9]([OH:11])[C:8]3[CH:12]=[C:13]([NH:16][C:17](=[O:28])[C:18]4[CH:23]=[CH:22][C:21]([F:29])=[CH:20][CH:19]=4)[CH:14]=[CH:15][C:7]2=3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 98082-Fluorobenzoyl chlorideHCID 66927470N-(3-Cyclopentyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamide

Product 1

HCID 66927422HCID 66927422, compound

Procedure

The title compound was prepared using a procedure similar to that of N-(3-cyclopentyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamide with 2-fluorobenzoyl chloride replacing 2-trifluoromethylbenzoyl chloride. Data: LCMS (M/Z): 340 (M+H); 1H NMR (acetone) δ: 9.54 (br. s., 1H), 8.17 (d, J=2.0 Hz, 1H), 8.03-8.11 (m, 3H), 7.80 (dd, J=8.3, 2.1 Hz, 1H), 7.37 (d, J=8.2 Hz, 1H), 7.22-7.30 (m, 2H), 5.12 (d, J=4.8 Hz, 1H), 2.26-2.35 (m, 1H), 1.81-1.91 (m, 1H), 1.62-1.73 (m, 2H), 1.49-1.57 (m, 2H), 1.40-1.49 (m, 1H), 1.30-1.39 (m, 1H), 1.09-1.20 (m, 1H).

Sources & evidence

ORD record
ord-16f640af13af4f1b8fdc2b5161005f74
Source dataset
uspto-grants-2016_09
Patent number
US09440994B2

Reaction notes

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