3-Nitrophenylboronic Acid → HCID 10131376, compound

HRID 413130Notes

Reaction equation

HRID 413130 reaction equation
[CH2:1]([C:3]1([CH2:15][CH3:16])[O:8][C:7](=[O:9])[NH:6][C:5]2[CH:10]=[CH:11][C:12](I)=[CH:13][C:4]1=2)[CH3:2].[N+:17]([C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1)([O-:19])=[O:18]>O>[CH2:1]([C:3]1([CH2:15][CH3:16])[O:8][C:7](=[O:9])[NH:6][C:5]2[CH:10]=[CH:11][C:12]([C:24]3[CH:23]=[CH:22][CH:21]=[C:20]([N+:17]([O-:19])=[O:18])[CH:25]=3)=[CH:13][C:4]1=2)[CH3:2]

Participants

4

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 220218924,4-Diethyl-1,4-dihydro-6-iodo-2H-3,1-benzoxazin-2-one

Product 1

HCID 10131376HCID 10131376, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared from 4,4-diethyl-6-iodo-1,4-dihydrobenzo[d][1,3]oxazin-2-one and 3-nitrophenyl boronic acid according to Procedure A. Off-white solid: mp 193-194 ° C. 1H-NMR (CDCl3) δ9.19 (s, 1H, D2O exchangeable), 8.38 (t, 1H, J=1.9 Hz), 8.20 (m, 1H), 7.83 (m, 1H), 7.61 (t, 1H, J=8.0 Hz), 7.50 (dd, 1H, J=8.2, 2.0 Hz), 7.23 (d, 1H, J=1.7 Hz), 6.99 (d, 1H, J=8.3 Hz), 2.09 (q, 4H, J=7.4 Hz), 0.96 (t, 6H, J=8.3 Hz); MS (EI) m/z 325 ([M−H]−, 100%). Anal. Calc. For C18H18N2O4.0.3 H2O: C, 65.17, H, 5.65, N, 8.44. Found: C, 65.31, H, 5.60, N, 8.10.

Sources & evidence

ORD record
ord-bf42c1327d23465d9dbec8b59eecf285
Source dataset
uspto-grants-2003_05
Patent number
US06566358B2

Reaction notes

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