Ammonia → HCID 68825241, compound

HRID 1297715Notes

Reaction equation

HRID 1297715 reaction equation
CS[C:3]1[S:4][C:5](=[CH:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][C:14]([C:20]#[N:21])=[C:13]3[C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)[C:6](=[O:8])[N:7]=1.[NH3:28]>CO>[NH2:28][C:3]1[S:4][C:5](=[CH:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][C:14]([C:20]#[N:21])=[C:13]3[C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)[C:6](=[O:8])[N:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68824865HCID 68824865, compound

Product 1

HCID 68825241HCID 68825241, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Similar procedure as described in example 41c was used, starting from 6-(2-methylsulfanyl-4-oxo-4H-thiazol-5-ylidenemethyl)-4-pyridin-3-yl-quinoline-3-carbonitrile (example 63e), and ammonia in methanol to give 6-(2-amino-4-oxo-4H-thiazol-5-ylidenemethyl)-4-pyridin-3-yl-quinoline-3-carbonitrile. Flash chromatography using a small amount of trifluoroacetic acid as a cosolvent gave 6-[2-amino-4-oxo-4H-thiazol-(5Z)-ylidenemethyl]-4-pyridin-3-yl-quinoline-3-carbonitrile; compound with trifluoro-acetic acid. LC-MS m/e 358 (MH+).

Sources & evidence

ORD record
ord-6d2389ea44a5480a979077b2efbd8bfb
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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