Lawesson's reagent → HCID 11773384, compound

HRID 2252591Notes

Reaction equation

[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[CH:9][C:10]3[NH:16][C:15](=O)[CH2:14][O:13][C:12]([CH3:23])([C:18]4[CH:22]=[CH:21][S:20][CH:19]=4)[C:11]=3[CH:24]=2)=[CH:5][CH:4]=[C:3]1[C:25]#[N:26].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:36])=CC=1>>[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[CH:9][C:10]3[NH:16][C:15](=[S:36])[CH2:14][O:13][C:12]([CH3:23])([C:18]4[CH:22]=[CH:21][S:20][CH:19]=4)[C:11]=3[CH:24]=2)=[CH:5][CH:4]=[C:3]1[C:25]#[N:26]

Participants

Reactant 2

HCID 87949Lawesson's reagent

HCID 11279959HCID 11279959, compound

Product 1

HCID 11773384HCID 11773384, compound

Procedure

Prepared from 1-methyl-5-[5-methyl-2-oxo-5-(3-thienyl)-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]-1H-pyrrole-2-carbonitrile and Lawesson's reagent generally according to example 10. 1H NMR (DMSO-d6): δ 12.11 (s, 1H), 7.45-7.54 (m, 3H), 7.37 (d, J=1.62 Hz, 1H), 7.29 (dd, J=2.87, 1.3 Hz, 1H), 7.06 (dd, J=5.02, 1.28 Hz, 1H), 7.03 (d, J=4.09 Hz, 1H), 6.37 (d, J=4.09 Hz, 1H), 4.46 (d, J=15.33 Hz, 1H), 4.35 (d, J=15.33 Hz, 1H), 3.70 (s, 3H), 1.99 (s, 3H); MS (ESI) m/z 378 ([M−H]−); Anal. calcd for C20H17N3OS2: C, 63.3; H, 4.52; N, 11.07. Found: C, 63.06; H, 4.76; N, 10.29.

Sources & evidence

ORD record: ord-39a09e8f4f404304aa0937c52631a835
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07323455B2

Reaction notes

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