4-Ethoxyphenylboronic acid → HCID 68582339, compound

HRID 645606Notes

Reaction equation

Br[C:2]1[C:7]([CH2:8][NH:9][C:10]2[N:14]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=3[Cl:22])[N:13]=[N:12][N:11]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:23]([O:25][C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)[CH3:24]>>[Cl:22][C:16]1[C:17]([Cl:21])=[CH:18][CH:19]=[CH:20][C:15]=1[N:14]1[C:10]([NH:9][CH2:8][C:7]2[C:2]([C:29]3[CH:30]=[CH:31][C:26]([O:25][CH2:23][CH3:24])=[CH:27][CH:28]=3)=[N:3][CH:4]=[CH:5][CH:6]=2)=[N:11][N:12]=[N:13]1

Participants

Reactant 2

HCID 27343514-Ethoxyphenylboronic acid

HCID 86603530HCID 86603530, compound

Product 1

HCID 68582339HCID 68582339, compoundYield 6%

Procedure

Prepared in 6% yield from (2-bromo-pyridin-3-ylmethyl)-[1-(2,3-dichloro-phenyl)-1H-tetrazol-5-yl]-amine from Example 142C and 4-ethoxyphenylboronic acid according to the procedure described for Example 146. MS (ESI+) m/z 441.0 (M+H)+; 1H NMR (DMSO-d6) δ 1.36 (t, J=6.9 Hz, 3H), 4.09 (q, J=6.9 Hz, 2H), 4.53 (d, J=5.4 Hz, 2H), 7.01 (d, J=8.8 Hz, 2H), 7.34 (dd, J=7.8, 4.7 Hz, 1H), 7.51 (d, J=8.8 Hz, 2H), 7.61 (dd, J=8.1, 8.0 Hz, 1H), 7.67-7.74 (m, 2H), 7.81 (dd, J=7.8, 1.7 Hz, 1H), 7.94 (dd, J=8.1, 1.7 Hz, 1H), 8.53 (dd, J=4.6, 1.5 Hz, 1H).

Sources & evidence

ORD record: ord-8e2e91ef94164a3bb01d613585446744
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07704997B1

Reaction notes

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