2-Chlorobenzoyl chloride → HCID 67359731, compound

HRID 60543Notes

Reaction equation

HRID 60543 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.[Cl:29]C1C=CC=CC=1C(Cl)=O>>[Cl:29][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:17]([NH:16][C:13]1[CH:14]=[CH:15][C:7]2[CH:6]([CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[O:10][B:9]([OH:11])[C:8]=2[CH:12]=1)=[O:28]

Participants

3

Reactant 2

HCID 691102-Chlorobenzoyl chlorideHCID 66927470N-(3-Cyclopentyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamide

Product 1

HCID 67359731HCID 67359731, 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-chlorobenzoyl chloride replacing 2-trifluoromethylbenzoyl chloride. Data: LCMS (M/Z): 356 (M+H); 1H NMR (acetone) δ: 9.51 (br. s., 1H), 8.18 (d, J=1.8 Hz, 1H), 7.79 (dd, J=8.2, 2.0 Hz, 1H), 7.60 (dd, J=7.0, 1.7 Hz, 1H), 7.36-7.52 (m, 5H), 5.13 (d, J=4.8 Hz, 1H), 2.32 (quin, J=8.2 Hz, 1H), 1.82-1.92 (m, 1H), 1.63-1.74 (m, 2H), 1.52-1.59 (m, 2H), 1.30-1.40 (m, 1H), 1.07-1.15 (m, 1H), 0.80-0.89 (m, 1H).

Sources & evidence

ORD record
ord-f33090deb2d04481a835751866e72dce
Source dataset
uspto-grants-2016_09
Patent number
US09440994B2

Reaction notes

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