[3-(Methoxycarbonyl)phenoxy]acetic acid → Methyl 3-[2-({(2r)-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]-2-hydroxypropyl}amino)-2-oxoethoxy]benzoate

HRID 2421045Notes

Reaction equation

HRID 2421045 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[O:8][CH2:9][C:10]([OH:12])=O)=[O:4].[NH2:16][CH2:17][C@@H:18]([OH:36])[CH2:19][N:20]1[CH2:25][CH2:24][CH:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[C:28]=2[CH3:35])[CH2:22][CH2:21]1>>[Cl:34][C:29]1[C:28]([CH3:35])=[C:27]([CH:32]=[CH:31][C:30]=1[Cl:33])[O:26][CH:23]1[CH2:22][CH2:21][N:20]([CH2:19][C@H:18]([OH:36])[CH2:17][NH:16][C:10](=[O:12])[CH2:9][O:8][C:7]2[CH:6]=[C:5]([CH:15]=[CH:14][CH:13]=2)[C:3]([O:2][CH3:1])=[O:4])[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 13816150[3-(Methoxycarbonyl)phenoxy]acetic acidHCID 67215078(2R)-1-amino-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]propan-2-ol

Product 1

HCID 67214558Methyl 3-[2-({(2r)-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]-2-hydroxypropyl}amino)-2-oxoethoxy]benzoate

Procedure

Prepared as for Example 15, Step 2 using [3-(methoxycarbonyl)phenoxy]acetic acid [Asian Journal of Chemistry 1992, 4(4), 920-3] and (2R)-1-amino-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]propan-2-ol to yield the subtitle compound as a pale yellow oil (0.11 g).

Sources & evidence

ORD record
ord-83a299cfda914fdd9fd14630b85773e8
Source dataset
uspto-grants-2011_06
Patent number
US07956070B2

Reaction notes

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