4-Chlorophenylboronic acid → HCID 51034668, compound

HRID 1623486Notes

Reaction equation

HRID 1623486 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:39])[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]([C:29](=[O:38])[C:30]#[C:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2I)[CH:15]=1>>[CH3:11][O:12][C:13](=[O:39])[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)/[CH:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)/[C:29]2=[O:38])[CH:15]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 67036407HCID 67036407, compound

Product 1

HCID 51034668HCID 51034668, compound

Procedure

The title compound was prepared in analogy to Example 84 starting from 4-chlorophenylboronic acid (commercially available) and 3-{[(3-cyclohexyl-propynoyl)-(2-iodo-phenyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (CDCl3, 300 MHz) δppm 8.02 (s, 1H), 7.93 (d, 1H), 7.47-7.51 (m, 13H), 7.39 (t, 1H), 7.10 (d, 2H), 7.01 (t, 1H), 6.59-6.63 (m, 2H), 5.71 (d, 2H), 5.02 (s, 2H), 4.62 (t, 1H), 3.91 (s, 3H), 1.44-1.76 (m, 6H), 1.01-1.18 (m, 4H).

Sources & evidence

ORD record
ord-0b5cdaa951ef4860a67d9ee545801d3e
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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