HCID 57565291, compound → HCID 57565251, compound

HRID 2110152Notes

Reaction equation

HRID 2110152 reaction equation
C[O:2][C:3](=[O:18])[CH2:4][C:5]1[C:6]2[CH:13]=[C:12]([S:14](Cl)(=[O:16])=[O:15])[CH:11]=[CH:10][C:7]=2[S:8][CH:9]=1.[CH3:19][C@H:20]1[NH:25][C@@H:24]([CH3:26])[CH2:23][N:22]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][C:35]([F:38])([F:37])[F:36])=[CH:30][CH:29]=2)[CH2:21]1>C(O)(=O)C>[CH3:26][C@H:24]1[CH2:23][N:22]([CH2:27][C:28]2[CH:29]=[CH:30][C:31]([O:34][C:35]([F:38])([F:36])[F:37])=[CH:32][CH:33]=2)[CH2:21][C@@H:20]([CH3:19])[N:25]1[S:14]([C:12]1[CH:11]=[CH:10][C:7]2[S:8][CH:9]=[C:5]([CH2:4][C:3]([OH:2])=[O:18])[C:6]=2[CH:13]=1)(=[O:16])=[O:15]

Participants

4

Reactant 2

HCID 57565291HCID 57565291, compoundHCID 57565304HCID 57565304, compound

Product 1

HCID 57565251HCID 57565251, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

{5-|cis-2,6-dimethyl-4-(4-trifluoromethoxy-benzyl)-piperazine-1-sulfonyl|-benzo|b|thiophen-3-yl}-acetic acid: The compound {5-[cis-2,6-dimethyl-4-(4-trifluoromethoxy-benzyl)-piperazine-1-sulfonyl]-benzo[b]thiophen-3-yl}-acetic acid was synthesized according to the procedure in Example 37 using (5-chlorosulfonyl-benzo[b]thiophen-3-yl)-acetic acid methyl ester and cis-3,5-dimethyl-1-(4-trifluoromethoxy-benzyl)-piperazine from Example 95, Step 1. 1H NMR (400 MHz, CD3OD) δ 8.48 (s, 1H), 7.96 (d, 1H), 7.88-7.80 (m, 2H), 7.57 (d, 2H), 7.28 (d, 2H), 4.60-4.50 (m, 2H), 4.36 (s, 2H), 3.97 (s, 2H), 3.38-3.28 (m, 2H), 2.74-2.64 (m, 2H), 1.55 (d, 6H); LCMS 542.9 (M+1)+.

Sources & evidence

ORD record
ord-1b81325be4304bfaba678924becababd
Source dataset
uspto-grants-2009_04
Patent number
US07517884B2

Reaction notes

Loading…