Diisopropylethylamine → HCID 178518143, compound

HRID 2053354Notes

Reaction equation

HRID 2053354 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][CH:14]=[CH:13]3)/[C:6](=[O:8])[N:7]=1.[F:20][C:21]([F:30])([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1)[CH2:22][NH2:23].CCN(C(C)C)C(C)C>>[F:30][C:21]([F:20])([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=1)[CH2:22][NH:23][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][CH:14]=[CH:13]3)/[C:6](=[O:8])[N:7]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 99641672,2-Difluoro-2-pyridin-2-ylethaneamineHCID 58585737(5Z)-2-(methylthio)-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one

Product 1

HCID 178518143HCID 178518143, compound

Procedure

Similar procedure as described in example 1b was used, starting from 2-methylsulfanyl-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one, 2,2-difluoro-2-pyridin-2-yl-ethylamine (example 59d) and DIEA to give 2-(2,2-difluoro-2-pyridin-2-yl-ethylamino)-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one. The product was dissolved in methanol (5 mL). 2 M HCl in ether (2 mL) was added. After adding ether, the solid was collected by filtration, washed with ether and dried to give 2-(2,2-difluoro-2-pyridin-2-yl-ethylamino)-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one hydrochloride. LC-MS m/e 397 (MH+).

Sources & evidence

ORD record
ord-2b904d29cfaf42a1b44c5a0617ab25d8
Source dataset
uspto-grants-2008_02
Patent number
US07326786B2

Reaction notes

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