(4-Methoxyphenyl)boronic acid → HCID 58718057, compound

HRID 1245065Notes

Reaction equation

HRID 1245065 reaction equation
C[O:2][C:3](=[O:28])[C@@H:4]([NH:18][C:19]([C:21]1[CH:26]=[C:25](Cl)[CH:24]=[CH:23][N:22]=1)=[O:20])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:7]=1.[CH3:29][O:30][C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1>>[C:9]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:7][C:6]([CH2:5][C@H:4]([NH:18][C:19]([C:21]2[CH:26]=[C:25]([C:34]3[CH:35]=[CH:36][C:31]([O:30][CH3:29])=[CH:32][CH:33]=3)[CH:24]=[CH:23][N:22]=2)=[O:20])[C:3]([OH:28])=[O:2])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 69610175HCID 69610175, compound

Product 1

HCID 58718057HCID 58718057, compoundYield 46.4%

Procedure

3-Biphenyl-4-yl-(2S)-[(4-chloro-pyridine-2-carbonyl)-amino]-propionic acid methyl ester (80 mg, 0.20 mmol) was reacted with 4-methoxy phenylboronic acid (61 mg, 0.40 mmol) as described in general procedure D to afford the title compound (42 mg, 46%) as a light yellow solid. LC/MS (m/z): 453 (M+1)+.

Sources & evidence

ORD record
ord-6c49e7367e2d4d379c2fabb63d483b90
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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