4-Chlorophenylboronic acid → 3-{4-[1-(4'-Chloro-biphenyl-4-yloxy)-heptyl]-benzoylamino}-propionic acid

HRID 1160909Notes

Reaction equation

HRID 1160909 reaction equation
C[O:2][C:3](=[O:30])[CH2:4][CH2:5][NH:6][C:7](=[O:29])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:21][C:22]2[CH:27]=[CH:26][C:25](Br)=[CH:24][CH:23]=2)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=1.[Cl:31][C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1>>[Cl:31][C:32]1[CH:37]=[CH:36][C:35]([C:25]2[CH:24]=[CH:23][C:22]([O:21][CH:14]([C:11]3[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:30])=[O:2])=[O:29])=[CH:9][CH:10]=3)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:27][CH:26]=2)=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 671533873-{4-[1-(4-Bromo-phenoxy)-heptyl]-benzoylamino}-propionic acid methyl ester

Product 1

HCID 595180363-{4-[1-(4'-Chloro-biphenyl-4-yloxy)-heptyl]-benzoylamino}-propionic acid

Procedure

This compound is made in a substantially similar manner to Example 117 using isomer 1 of 3-{4-[1-(4-bromo-phenoxy)-heptyl]-benzoylamino}-propionic acid methyl ester and 4-chlorophenylboronic acid as starting materials in step D. MS (ES): 492.3 [M−H]−.

Sources & evidence

ORD record
ord-fcda193a5eb143789256e87e28c9606f
Source dataset
uspto-grants-2010_10
Patent number
US07816557B2

Reaction notes

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