Phenylboronic Acid → HCID 59553342, compound

HRID 1641252Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][CH:29]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:10][CH:9]=1)=[O:6].[C:30]1(B(O)O)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[N:21]1([CH2:20][CH2:19][O:18][C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8]([NH:7][C:5]([C:4]3[CH:3]=[C:2]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH:29]=[CH:28][CH:27]=3)=[O:6])=[CH:9][CH:10]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 595531183-bromo-N-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-benzamide

Product 1

HCID 59553342HCID 59553342, compound

Procedure

Compound is prepared from 3-bromo-N-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-benzamide and phenyl boronic acid according to conditions described in general procedure K. 1H NMR 300 MHz (DMSO-d6) δ 10.4(s, 1H), 8.4(s, 1H), 8.2(m, 1H), 8.05(d, 1H, J=7.2 Hz), 7.9(m, 2H), 7.8(m, 2H), 7.4-7.7(m, 7H), 7.0(d, 1H, J=10.1 Hz), 4.3(m, 2H), 3.6(s, 4H), 2.9(m, 2H), 2.6(m, 4H).

Sources & evidence

ORD record: ord-1ee213c3c3e14087b76afa1ad5d4cc82
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08114873B2

Reaction notes

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