Methyl iodide → HCID 68825937, compound

HRID 1297746Notes

Reaction equation

[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH:16]=[C:17]3[S:21][C:20](=[S:22])[NH:19][C:18]3=[O:23])[CH:14]=2)C=CC=1C#N)[CH2:2][CH2:3][CH3:4].I[CH3:27].[CH:28]([N:31](C(C)C)CC)(C)C.[C:37](#[N:39])[CH3:38]>>[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH:16]=[C:17]3[S:21][C:20]([S:22][CH3:27])=[N:19][C:18]3=[O:23])[CH:14]=2)[N:39]=[CH:37][C:38]=1[C:28]#[N:31])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 6342Acetonitrile

HCID 81531Diisopropylethylamine

HCID 86602497HCID 86602497, compound

Product 1

HCID 68825937HCID 68825937, compound

Procedure

Similar procedure as described in example 41b was used, starting from 1-butoxy-7-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-naphthalene-2-carbonitrile (example 79c), iodomethane, and DIEA (diisopropylethylamine) in acetonitrile to give 4-butoxy-6-(2-methylsulfanyl-4-oxo-4H-thiazol-5-ylidenemethyl)-quinoline-3-carbonitrile. LC-MS m/e 384 (MH+).

Sources & evidence

ORD record: ord-d6a7d0af82bb49609466907bd7a4e3a9
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07250515B2

Reaction notes

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