Sodium Acetate → 6-[2-Amino-4-oxo-4h-thiazol-(5z)-ylidenemethyl]-4-cyclopropyl-quinoline-3-carbonitrile

HRID 1297693Notes

Reaction equation

HRID 1297693 reaction equation
[CH:1]1([C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([CH:14]=O)[CH:12]=3)[N:7]=[CH:6][C:5]=2[C:16]#[N:17])[CH2:3][CH2:2]1.COC1C=CC(/C=[C:33]2/[C:34]([NH:36][C:37]([S:39]/2)=[NH:38])=[O:35])=CC=1OC1CCCC1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[NH2:38][C:37]1[S:39]/[C:33](=[CH:14]\[C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[N:7]=[CH:6][C:5]([C:16]#[N:17])=[C:4]3[CH:1]2[CH2:3][CH2:2]2)/[C:34](=[O:35])[N:36]=1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 585858164-Cyclopropyl-6-formyl-quinoline-3-carbonitrileHCID 137629131(5Z)-5-[(3-cyclopentyloxy-4-methoxyphenyl)methylidene]-2-imino-1,3-thiazolidin-4-one

Product 1

HCID 585858196-[2-Amino-4-oxo-4h-thiazol-(5z)-ylidenemethyl]-4-cyclopropyl-quinoline-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Similar procedure as described in example 38 was used, starting from 4-cyclopropyl-6-formyl-quinoline-3-carbonitrile (example 57c), pseudothiohydantoin, sodium acetate and acetic acid to give 6-[2-amino-4-oxo-4H-thiazol-(5Z)-ylidenemethyl]-4-cyclopropyl-quinoline-3-carbonitrile. LC-MS m/e 321 (MH+).

Sources & evidence

ORD record
ord-4a9e8912b1864284a99c2757d5212a69
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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