Methanol → HCID 21939887, compound

HRID 1242933Notes

Reaction equation

HRID 1242933 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:14][CH2:13][C:12]2[CH:11]=[C:10]([NH:15][C:16]([C:18]3[CH:23]=[CH:22][C:21]([C:24]4[CH:29]=[CH:28][C:27]([NH:30]C(=O)C(F)(F)F)=[CH:26][CH:25]=4)=[CH:20][CH:19]=3)=[O:17])[CH:9]=[CH:8][C:7]=2[CH2:6]1)[CH3:3].CO.[OH-].[Na+]>O1CCCC1>[NH2:30][C:27]1[CH:26]=[CH:25][C:24]([C:21]2[CH:20]=[CH:19][C:18]([C:16]([NH:15][C:10]3[CH:9]=[CH:8][C:7]4[CH2:6][CH:5]([CH2:4][N:2]([CH3:3])[CH3:1])[CH2:14][CH2:13][C:12]=4[CH:11]=3)=[O:17])=[CH:23][CH:22]=2)=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86613764HCID 86613764, compound

Product 1

HCID 21939887HCID 21939887, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

N-[6-[(N,N-Dimethylamino)methyl]-5,6,7,8-tetrahydro-2-naphthalenyl]-4′-[(trifluoroacetyl)amino][1,1′-biphenyl]-4-carboxamide (850 mg, 1.72 mmol) obtained in Example 31 was suspended in a mixed solution of methanol (8 ml) and tetrahydrofuran (4 ml), then 1N sodium hydroxide (3.4 ml) was added, which was stirred at 50° C. for 16 hours. The solvent was distilled out under reduced pressure, and the residue was pulverized using water, to give the titled compound (685 mg) as a white powder.

Workup

  1. distillationThe solvent was distilled out under reduced pressure

Sources & evidence

ORD record
ord-4e9cd242e33648c88e43770551032117
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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