Tert-butyl (piperidin-4-ylmethyl)carbamate → HCID 86672840, compound

HRID 1397010Notes

Reaction equation

HRID 1397010 reaction equation
CS([C:5]1[N:10]=[C:9](/[CH:11]=[C:12]2/[C:13](=[O:26])[N:14](CCC3C=CC=CN=3)[C:15](=[O:17])[S:16]/2)[CH:8]=[CH:7][N:6]=1)(=O)=O.C(OC(=O)[NH:33][CH2:34][CH:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1)(C)(C)C>>[NH2:33][CH2:34][CH:35]1[CH2:40][CH2:39][N:38]([C:7]2[N:6]=[CH:5][N:10]=[C:9](/[CH:11]=[C:12]3/[C:13](=[O:26])[NH:14][C:15](=[O:17])[S:16]/3)[CH:8]=2)[CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 86672841HCID 86672841, compound

Product 1

HCID 86672840HCID 86672840, compound

Procedure

(Z)-5-((6-(4-(aminomethyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione was prepared using the general reductive amination procedure, (Z)-5-((2-(methylsulfonyl)pyrimidin-4-yl)methylene)-3-(2-(pyridin-2-yl)ethyl)thiazolidine-2,4-dione, and tert-butyl(piperidin-4-ylmethyl)carbamate followed by the general de-protection procedure (16 mg, 30.6 mg theoretical, 52.3%). LC-MS m/z 425.5 (M+1).

Sources & evidence

ORD record
ord-bff8a679fc674ed1863d5eb833f8ec64
Source dataset
uspto-grants-2014_12
Patent number
US08901145B2

Reaction notes

Loading…