Lawesson's reagent → HCID 11223971, compound

HRID 2252576Notes

Reaction equation

HRID 2252576 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([C:10]2[CH:11]=[CH:12][C:13]3[NH:19][C:18](=O)[CH2:17][O:16][C:15]([CH:26]([CH3:28])[CH3:27])([C:21]4[S:22][CH:23]=[CH:24][CH:25]=4)[C:14]=3[CH:29]=2)[CH:9]=1)[C:5]#[N:6].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([C:10]2[CH:11]=[CH:12][C:13]3[NH:19][C:18](=[S:39])[CH2:17][O:16][C:15]([CH:26]([CH3:28])[CH3:27])([C:21]4[S:22][CH:23]=[CH:24][CH:25]=4)[C:14]=3[CH:29]=2)[CH:9]=1)[C:5]#[N:6]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 11315741HCID 11315741, compound

Product 1

HCID 11223971HCID 11223971, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared by heating a mixture of 3-fluoro-5-(5-isopropyl-2-oxo-5-thien-2-yl-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)benzonitrile and Lawesson's reagent at reflux in toluene generally according to example 10. 1H-NMR (DMSO-d6) δ 12.09 (s, 1H), 8.1 (s, 1H), 7.96 (d, J=10.1 Hz, 1H), 7.88 (m, 2H), 7.83 (dd, J=8.5, 1.8 Hz, 1H), 7.48 (dd, J=4.9, 0.66 Hz, 1H), 7.40 (d, J=8.5 Hz, 1H), 7.03 (d, J=2.6 Hz, 1H), 7.00 (m, 1H), 4.48 (d, J=14.1 Hz, 1H), 4.37 (d, J=14.1 Hz, 1H), 2.96 (m, 1H), 0.93 (d, J=6.7 Hz, 3H), 0.87 (d, J=6.5 Hz, 3H); MS (ES) m/z 421 (M−H)−.

Workup

  1. customPrepared
  2. temperatureby heating

Sources & evidence

ORD record
ord-77c0308de29f493380af1cfe844654aa
Source dataset
uspto-grants-2008_01
Patent number
US07323455B2

Reaction notes

Loading…