5-Methanesulfonylthiophene-2-carboxylic acid → N-{(2R)-3-[4-(3,4-Dichlorophenoxy)piperidin-1-yl]-2-hydroxypropyl}-5-(methylsulfonyl)thiophene-2-carboxamide

HRID 2233402Notes

Reaction equation

HRID 2233402 reaction equation
[NH2:1][CH2:2][C@@H:3]([OH:20])[CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:7][CH2:6]1.[CH3:21][S:22]([C:25]1[S:29][C:28]([C:30](O)=[O:31])=[CH:27][CH:26]=1)(=[O:24])=[O:23]>>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[O:11][CH:8]1[CH2:9][CH2:10][N:5]([CH2:4][C@H:3]([OH:20])[CH2:2][NH:1][C:30]([C:28]2[S:29][C:25]([S:22]([CH3:21])(=[O:24])=[O:23])=[CH:26][CH:27]=2)=[O:31])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 27404975-Methanesulfonylthiophene-2-carboxylic acidHCID 11151315(2R)-1-amino-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl)propan-2-ol

Product 1

HCID 59296085N-{(2R)-3-[4-(3,4-Dichlorophenoxy)piperidin-1-yl]-2-hydroxypropyl}-5-(methylsulfonyl)thiophene-2-carboxamide

Procedure

Prepared as described in Example 1 from (2R)-1-amino-3-[4-(3,4-dichlorophenoxy)piperidin-1-yl]propan-2-ol (0.1 g) and 5-(methylsulfonyl)thiophene-2-carboxylic acid (0.065 g). Title compound obtained as white solid (0.039 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4b84bbc3e0aa41109161c48fde13b069
Source dataset
uspto-grants-2010_05
Patent number
US07709500B2

Reaction notes

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