4-Chlorophenylboronic acid → HCID 58201668, compound

HRID 1623490Notes

Reaction equation

HRID 1623490 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]([CH3:35])([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]([CH3:35])([CH3:34])[CH3:33])/[C:29]2=[O:36])[CH:15]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 67036286HCID 67036286, compound

Product 1

HCID 58201668HCID 58201668, compound

Procedure

The title compound was prepared in analogy to Example 84 starting from 4-chlorophenylboronic acid (commercially available) and 3-{[(4,4-dimethyl-pent-2-ynoyl)-(2-iodo-phenyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (400 MHz, MeOD) δppm 1.38 (s, 9H) 3.86 (s, 3H) 4.83 (d, 2H) 6.81 (d, J=7.83 Hz, 1H) 6.99 (d, J=7.83 Hz, 2H) 7.10 (t, J=7.58 Hz, 1H) 7.22 (t, J=7.71 Hz, 1H) 7.33-7.42 (m, 4H) 7.84-7.88 (m, 2H) 7.93 (d, J=7.83 Hz, 1H).

Sources & evidence

ORD record
ord-f70a385ecb2348f6a3f97f8e6df03d81
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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