1-Methyl 3-(carboxymethoxy)-4-chlorobenzoate → Methyl 4-chloro-3-[2-({(2r)-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]-2-hydroxypropyl}amino)-2-oxoethoxy]benzoate

HRID 2421042Notes

Reaction equation

HRID 2421042 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=O.[NH2:17][CH2:18][C@@H:19]([OH:37])[CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[C:29]=2[CH3:36])[CH2:23][CH2:22]1>>[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][C:3]=1[O:4][CH2:5][C:6]([NH:17][CH2:18][C@@H:19]([OH:37])[CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([O:27][C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[C:29]=2[CH3:36])[CH2:23][CH2:22]1)=[O:8]

Participants

3

Reactant 2

HCID 672148081-Methyl 3-(carboxymethoxy)-4-chlorobenzoateHCID 67215078(2R)-1-amino-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]propan-2-ol

Product 1

HCID 67214771Methyl 4-chloro-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 [2-Chloro-5-(methoxycarbonyl)-phenoxy]acetic acid and (2R)-1-amino-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]propan-2-ol to yield the subtitle compound as a colourless oil (0.084 g).

Sources & evidence

ORD record
ord-b048480cebe84300bd92a69c33f47f66
Source dataset
uspto-grants-2011_06
Patent number
US07956070B2

Reaction notes

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