Lithium Hydroxide → HCID 69206329, compound

HRID 2373855Notes

Reaction equation

HRID 2373855 reaction equation
C[O:2][C:3](=[O:40])[C@:4](C1C=CC(C2C=CC=CC=2)=CC=1)([NH:6][C:7]([C:9]1[CH:14]=[N:13][C:12]([CH2:15][O:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][C:24]([F:27])([F:26])[F:25])[CH:18]=2)=[CH:11][N:10]=1)=[O:8])[CH3:5].[Li+].[OH-].[CH2:43]1[CH2:47]O[CH2:45][CH2:44]1.CO>O>[C:43]1([C:47]2[CH:21]=[CH:22][CH:17]=[CH:18][CH:19]=2)[CH:5]=[CH:4][C:3]([CH2:5][C@H:4]([NH:6][C:7]([C:9]2[CH:14]=[N:13][C:12]([CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([O:23][C:24]([F:26])([F:27])[F:25])[CH:18]=3)=[CH:11][N:10]=2)=[O:8])[C:3]([OH:2])=[O:40])=[CH:45][CH:44]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 69207981HCID 69207981, compound

Product 1

HCID 69206329HCID 69206329, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of biphenyl-4-yl-2(S)-{[5-(3-trifluoromethoxy-phenoxymethyl)-pyrazine-2-carbonyl]-amino}-propionic acid methyl ester (0.170 g, 0.308 mmol) in THF:MeOH (4:1, 5 mL) was treated with LiOH (0.064 g, 1.54 mmol) in 1.5 mL of water by the general procedure C to give 0.140 g of pure 3-biphenyl-4-yl-2(S)-{[5-(3-trifluoromethoxy-phenoxymethyl)-pyrazine-2-carbonyl]-amino}-propionic acid as a white solid. LCMS: 539 (M+2)+

Sources & evidence

ORD record
ord-c87b246546734d67955883bb2c96c12b
Source dataset
uspto-grants-2008_12
Patent number
US07459472B2

Reaction notes

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