4-(Trifluoromethyl)phenylboronic acid → HCID 51034669, compound

HRID 1623487Notes

Reaction equation

HRID 1623487 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1.[CH3:14][O:15][C:16](=[O:39])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2I)[C:25](=[O:31])[C:26]#[C:27][CH:28]([CH3:30])[CH3:29])[CH:18]=1>>[CH3:14][O:15][C:16](=[O:39])[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][N:24]2[C:32]3[C:37](=[CH:36][CH:35]=[CH:34][CH:33]=3)/[C:26](=[C:27](\[C:6]3[CH:7]=[CH:8][C:3]([C:2]([F:13])([F:12])[F:1])=[CH:4][CH:5]=3)/[CH:28]([CH3:30])[CH3:29])/[C:25]2=[O:31])[CH:18]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 67036178HCID 67036178, compound

Product 1

HCID 51034669HCID 51034669, compound

Procedure

The title compound was prepared in analogy to Example 84 starting from 4-trifluoromethyl-phenylboronic acid (commercially available) and 3-{[(2-iodo phenyl)-(4-methyl-pent-2-ynoyl)-amino]-methyl}-benzoic acid methyl ester. 1H NMR (DMSO, 300 MHz) δppm 7.90 (s, 1H), 7.79-7.86 (m, 2H), 7.58 (d, 1H), 7.48 (t, 1H), 7.42 (d, 1H), 7.09 (t, 1H), 7.00 (d, 1H), 6.89 (d, 1H), 6.65 (t, 1H), 5.65 (d, 1H), 5.03 (s, 2H), 4.84-4.93 (m, 1H), 3.57 (s, 3H), 0.96-1.06 (dd, 6H).

Sources & evidence

ORD record
ord-baca0af9ead442148dbb251465a2f98f
Source dataset
uspto-grants-2014_07
Patent number
US08778973B2

Reaction notes

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