3-Formylphenylboronic acid → 1,1-dimethylethyl 2,3-dihydro-1H-inden-2-yl[(3'-formyl-4-biphenylyl)-methyl]carbamate

HRID 471847Notes

Reaction equation

HRID 471847 reaction equation
CC([CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH:6]1[N:14]([CH2:18][C:19]1[CH:24]=[CH:23][C:22](Br)=[CH:21][CH:20]=1)[C:15](=[O:17])[O-:16])(C)C.[CH:26]([C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[CH:32][CH:33]=1)=[O:27]>>[CH2:7]1[C:8]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:5][CH:6]1[N:14]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:32]2[CH:31]=[CH:30][CH:29]=[C:28]([CH:26]=[O:27])[CH:33]=2)=[CH:21][CH:20]=1)[C:15](=[O:17])[O:16][C:8]([CH3:13])([CH3:9])[CH3:7]

Participants

3

Procedure

The title compound was prepared from 1,1-dimethylethyl[(4-bromophenyl)methyl]2,3-dihydro-1H-inden-2-ylcarbamate (Example V-13) and 3-formylphenylboronic acid according to the procedure described in Example VI-16 Step 1. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.35 (s, 9H), 3.00 (d, J=8.56 Hz, 4H), 4.51 (br. s., 2H), 7.06-7.19 (m, 4H), 7.34 (d, J=8.03 Hz, 2H), 7.69 (t, J=7.67 Hz, 1H), 7.72-7.77 (m, 2H), 7.86-7.91 (m, 1H), 8.01-8.06 (m, 1H), 8.19-8.24 (m, 1H), 10.10 (s, 1H).

Sources & evidence

ORD record
ord-545e4130b9f54cb1a89b76885bafa25d
Source dataset
uspto-grants-2014_01
Patent number
US08633175B2

Reaction notes

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