Sodium hydroxide ethanol → HCID 131724795, compound

HRID 984481Notes

Reaction equation

[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11][C:12]3[CH:17]=[CH:16][C:15](/[CH:18]=[CH:19]/[C:20]([N:22]4[CH2:27][CH2:26][N:25]([C:28]([O:30][CH3:31])=[O:29])[CH:24]([C:32]([O:34]C)=[O:33])[CH2:23]4)=[O:21])=[CH:14][C:13]=3[C:36]([F:39])([F:38])[F:37])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[OH-].[Na+].CCO>>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([S:11][C:12]3[CH:17]=[CH:16][C:15](/[CH:18]=[CH:19]/[C:20]([N:22]4[CH2:27][CH2:26][N:25]([C:28]([O:30][CH3:31])=[O:29])[CH:24]([C:32]([OH:34])=[O:33])[CH2:23]4)=[O:21])=[CH:14][C:13]=3[C:36]([F:37])([F:39])[F:38])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 23692425Sodium hydroxide ethanol

HCID 131724796HCID 131724796, compound

Product 1

HCID 131724795HCID 131724795, compound

Procedure

The title compound was prepared by hydrolysis of the compound of Example 269 under basic conditions (aq. NaOH/EtOH). 1H NMR (DMSO-d6, 300 MHz) δ 2.60-3.30 (m, 3H), 3.40-3.50 (m, 1H), 3.62 (d, J=12.0 Hz, 1H), 3.80 (m, 1H), 4.25-4.35 (m, 4H), 4.55 (m, 1H), 7.00 (s, 2H), 7.00-7.06 (m, 1H), 7.25 (m, 2H), 7.5 (m, 1H), 7.80 (m, 1H), 8.10 (m, 1H). MS (APCI) m/z 553 (M+H)+. Calcd. Anal. C24H23F3N2O5.1.55H2O: C, 54.35; H, 4.20; N, 5.07. Found: C, 54.16; H, 4.19; N, 4.96.

Sources & evidence

ORD record: ord-29edd834e58349479a6c78c208670ba0
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06867203B2

Reaction notes

Loading…