3-Fluorophenylboronic acid → HCID 23435595, compound

HRID 277862Notes

Reaction equation

HRID 277862 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][CH:7]=1.Br[C:12]1[CH:13]=[CH:14][C:15]2[NH:20][CH:19]([CH3:21])[O:18][C:17]([CH3:23])([CH3:22])[C:16]=2[CH:24]=1>>[F:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:13]=[CH:14][C:15]3[NH:20][CH:19]([CH3:21])[O:18][C:17]([CH3:23])([CH3:22])[C:16]=3[CH:24]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27339863-Fluorophenylboronic acidHCID 234355746-Bromo-2,4,4-trimethyl-2,4-dihydro-1H-benzo[D][1,3]oxazine

Product 1

HCID 23435595HCID 23435595, compound

Procedure

Prepared according to the coupling procedure for Example 17 from 3-fluorophenyl boronic acid and 6-bromo-2,4,4-trimethyl-1,4-dihydro-2H-3,1-benzoxazine. A yellow solid: mp 139-140° C.; 1H-NMR (CDCl3) δ 7.40-7.19 (m, 6H), 7.01-6.94 (m, 1H), 6.72 (d, 1H, J=8.24 Hz), 4.90 (q, 1H, J=5.48 Hz), 1.62 (s, 3H), 1.59 (s, 3H), 1.46 (d, 3H, J=5.5 Hz); MS (ES) m/z 272 ([M+H]+).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d0cfc41555da4c6295023f175fd15be2
Source dataset
uspto-grants-2002_03
Patent number
US06358948B1

Reaction notes

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