Diisopropylethylamine → HCID 178445910, compound

HRID 2053332Notes

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.[NH2:20][C@H:21]([CH2:24][CH:25]([CH3:27])[CH3:26])[CH2:22][OH:23].CCN(C(C)C)C(C)C>>[OH:23][CH2:22][C@H:21]([NH:20][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)[CH2:24][CH:25]([CH3:27])[CH3:26]

Participants

Reactant 3

HCID 81531Diisopropylethylamine

HCID 2724002D(-)-Leucinol

HCID 58585737(5Z)-2-(methylthio)-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one

Product 1

HCID 178445910HCID 178445910, 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, (R)-2-amino-4-methyl-pentan-1-ol and DIEA to give 2-((R)-1-hydroxymethyl-3-methyl-butylamino)-5-[1-quinolin-6-yl-meth-(Z)-ylidene]-thiazol-4-one. LC-MS m/e 356 (MH+).

Sources & evidence

ORD record: ord-616bbde8f9a248e7ac3411ab593f0407
Source dataset: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07326786B2

Reaction notes

Loading…