Methyl 3-bromopropanoate → 3-[4-(4-Phenoxy-phenyl)-piperazin-1-yl]-propionic acid methyl ester

HRID 2353237Notes

Reaction equation

HRID 2353237 reaction equation
Cl.[O:2]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:21][O:22][C:23](=[O:27])[CH2:24][CH2:25]Br>>[CH3:21][O:22][C:23](=[O:27])[CH2:24][CH2:25][N:18]1[CH2:19][CH2:20][N:15]([C:12]2[CH:13]=[CH:14][C:9]([O:2][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[CH:10][CH:11]=2)[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 76934Methyl 3-bromopropanoateHCID 448188041-(4-Phenoxyphenyl)piperazine hydrochloride

Product 1

HCID 574195603-[4-(4-Phenoxy-phenyl)-piperazin-1-yl]-propionic acid methyl esterYield 41.1%

Procedure

The title compound (126 mg, 40.4%) was prepared from 1-(4-Phenoxy-phenyl)-piperazine hydrochloride (165 mg, 0.9 mmol) and 3-bromo-propionic acid methyl ester (158 mg, 0.94 mmol) by the procedure described in step 3 of Example 4: MS (ESI) m/z 341 (M+H); 1H NMR (400 MHz, CD3OD) δ 2.55 (m, 2H), 2.64 (b, 4H), 2.76 (m, 2H), 3.15 (b, 4H), 3.70 (s, 2H), 6.88-7.05 (m, 7H), 7.28 (m, 2H).

Sources & evidence

ORD record
ord-9775e4723bb047d89e6b97d2038cf807
Source dataset
uspto-grants-2010_07
Patent number
US07750012B2

Reaction notes

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