Glycine methyl ester hydrochloride → ({3'-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid

HRID 1617549Notes

Reaction equation

HRID 1617549 reaction equation
CC1C=C(C(=O)CC(C2C=C(C3C=CC=C(C(O)=O)C=3)C=CC=2)C2C=CC=CC=2C)C=CN=1.Cl.COC(=O)CN.C[O:42][C:43](=[O:78])[CH2:44][NH:45][C:46]([C:48]1[CH:49]=[C:50]([C:54]2[CH:59]=[CH:58][CH:57]=[C:56]([CH:60]([C:71]3[CH:76]=[CH:75][CH:74]=[CH:73][C:72]=3[CH3:77])[CH2:61][C:62]([C:64]3[CH:69]=[CH:68][N:67]=[C:66]([CH3:70])[CH:65]=3)=[O:63])[CH:55]=2)[CH:51]=[CH:52][CH:53]=1)=[O:47]>>[CH3:70][C:66]1[CH:65]=[C:64]([C:62](=[O:63])[CH2:61][CH:60]([C:56]2[CH:55]=[C:54]([C:50]3[CH:51]=[CH:52][CH:53]=[C:48]([C:46]([NH:45][CH2:44][C:43]([OH:78])=[O:42])=[O:47])[CH:49]=3)[CH:59]=[CH:58][CH:57]=2)[C:71]2[CH:76]=[CH:75][CH:74]=[CH:73][C:72]=2[CH3:77])[CH:69]=[CH:68][N:67]=1

Participants

4

Reactant 3

HCID 122755Glycine methyl ester hydrochlorideHCID 666665493'-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carboxylic acidHCID 67015535({3'-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid methyl ester2×

Product 1

HCID 67015501({3'-[3-(2-Methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid

Procedure

In analogy to example 89, step 2, from 3′-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carboxylic acid (example 102, step 1) and glycine methyl ester hydrochloride was prepared ({3′-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid methyl ester as a white foam, which was directly subjected to the next step. In analogy to example 75, from ({3′-[3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-biphenyl-3-carbonyl}-amino)-acetic acid methyl ester was prepared the title compound as a white foam, MS (ESI−): m/z=491.3 ([M−H]−).

Sources & evidence

ORD record
ord-9d06c1c9ad1147c69d9c999c238a6fc0
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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