4-Chlorophenylboronic acid → HCID 51034670, compound

HRID 1623488Notes

Reaction equation

HRID 1623488 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][CH:3]=1.[CH3:11][O:12][C:13](=[O:37])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]([C:29](=[O:36])[C:30]#[C:31][C:32]([OH:35])([CH3:34])[CH3:33])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2I)[CH:15]=1>>[CH3:11][O:12][C:13](=[O:37])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]2[C:22]3[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=3)/[C:30](=[C:31](\[C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)/[C:32]([OH:35])([CH3:34])[CH3:33])/[C:29]2=[O:36])[CH:15]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 67036364HCID 67036364, compound

Product 1

HCID 51034670HCID 51034670, compound

Procedure

The title compound was prepared in analogy to Example 84 starting from 4-chlorophenylboronic acid (commercially available) and 3-{[(4-hydroxy-4-methyl-pent-2-ynoyl)-(2-iodo-phenyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (400 MHz, DMSO-d6) δppm 1.30 (s, 6H) 3.83 (s, 3H) 5.14 (s, 2H) 5.43 (d, J=7.58 Hz, 1H) 6.68 (t, J=7.58 Hz, 1H) 7.01 (d, J=7.83 Hz, 1H) 7.12 (t, J=7.45 Hz, 1H) 7.27 (d, J=8.34 Hz, 2H) 7.51 (t, J=7.71 Hz, 1H) 7.58-7.65 (m, 4H) 7.87 (d, J=7.58 Hz, 1H) 7.97 (s, 1H).

Sources & evidence

ORD record
ord-068f5b57f89240428fbcffd85423777c
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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