N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide → N-({1-[4-Hydroxy-4-(2-methylsulfanyl-thiazol-5-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 2096205Notes

Reaction equation

HRID 2096205 reaction equation
[CH3:1][S:2][C:3]1[S:4][C:5]([C:8]2([OH:18])[CH2:17][CH2:16][C:11]3(OCCO3)[CH2:10][CH2:9]2)=[CH:6][N:7]=1.[NH:19]1[CH2:22][CH:21]([NH:23][C:24]([CH2:26][NH:27][C:28](=[O:39])[C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=2)=[O:25])[CH2:20]1>>[OH:18][C:8]1([C:5]2[S:4][C:3]([S:2][CH3:1])=[N:7][CH:6]=2)[CH2:9][CH2:10][CH:11]([N:19]2[CH2:22][CH:21]([NH:23][C:24]([CH2:26][NH:27][C:28](=[O:39])[C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:36])[F:37])[CH:30]=3)=[O:25])[CH2:20]2)[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 593616378-(2-Methylsulfanyl-thiazol-5-yl)-1,4-dioxa-spiro[4.5]decan-8-ol

Product 1

HCID 46240687N-({1-[4-Hydroxy-4-(2-methylsulfanyl-thiazol-5-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

The title compounds were prepared as white solids from reductive amination of 8-(2-methylsulfanyl-thiazol-5-yl)-1,4-dioxa-spiro[4.5]decan-8-ol, as prepared in the previous step, and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-b8cfdf071cd14d648245bca1cba0f4de
Source dataset
uspto-grants-2013_05
Patent number
US08450304B2

Reaction notes

Loading…