Phenylboronic Acid → HCID 51035678, compound

HRID 1623484Notes

Reaction equation

[C:1]1(B(O)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:10][O:11][C:12](=[O:35])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][N:20]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2I)[C:21](=[O:27])[C:22]#[C:23][CH:24]([CH3:26])[CH3:25])[CH:14]=1>>[CH3:10][O:11][C:12](=[O:35])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][N:20]2[C:28]3[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=3)/[C:22](=[C:23](\[C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)/[CH:24]([CH3:26])[CH3:25])/[C:21]2=[O:27])[CH:14]=1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 67036178HCID 67036178, compound

Product 1

HCID 51035678HCID 51035678, compound

Procedure

The title compound was prepared in analogy to Example 84 starting from phenylboronic acid (commercially available) and 3-{[(2-iodo phenyl)-(4-methyl-pent-2-ynoyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (CDCl3, 300 MHz) δppm 8.04 (s, 1H), 7.94 (d, 1H), 7.48-7.53 (m, 3H), 7.39 (t, 1H), 7.15 (dd, 2H), 6.99 (t, 1H), 6.59-6.61 (d, 1H), 6.55 (t, 1H), 5.59 (d, 2H), 5.00-5.05 (m, 3H), 3.97 (s, 3H), 1.11 (s, 3H), 1.09 (s, 3H).

Sources & evidence

ORD record: ord-8d75458d698c4602ba409a2da1ba6207
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08778973B2

Reaction notes

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