Sodium hydride → HCID 69893831, compound

HRID 2121275Notes

Reaction equation

HRID 2121275 reaction equation
C[O:2][C:3](=[O:34])[C@H:4]([CH2:30][CH2:31][S:32][CH3:33])[NH:5][C:6](=[O:29])[C:7]1[CH:12]=[CH:11][C:10]([CH:13]=[CH:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][C:20]=2Cl)=[CH:9][C:8]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH3:28].[H-].[Na+:36].[F:37][C:38]1[CH:39]=[C:40]([CH:43]=[C:44]([F:46])[CH:45]=1)[CH2:41][OH:42]>CN(C=O)C>[Na+:36].[F:37][C:38]1[CH:39]=[C:40]([CH:43]=[C:44]([F:46])[CH:45]=1)[CH2:41][O:42][C:20]1[CH:19]=[CH:18][N:17]=[CH:16][C:15]=1[CH:14]=[CH:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([NH:5][C@H:4]([C:3]([O-:34])=[O:2])[CH2:30][CH2:31][S:32][CH3:33])=[O:29])=[C:8]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[CH3:28])[CH:9]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 5227213,5-Difluorobenzyl alcoholHCID 69892484HCID 69892484, compound

Product 1

HCID 69893831HCID 69893831, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-[4-(2-(4-chloropyridin-3-yl)ethenyl)-2-(2-methylphenyl)benzoyl]methionine methyl ester, prepared as in Example 1040, (27 mg, 0.05 mmol) was dissolved in DMF (1 mL) with 3,5-difluorobenzyl alcohol (0.1 mL) and treated with NaH (60% in mineral oil, 6.5 mg, 0.16 mmol). After stirring 18 hours at ambient temperature, the reaction was evaporated and lyophilized from water to provide 29 mg of the title compound. MS m/e 589 (M+H)+.

Workup

  1. customthe reaction was evaporated

Sources & evidence

ORD record
ord-275456b5b5234d35b0dd7f132fdca2ab
Source dataset
uspto-grants-2004_02
Patent number
US06693123B2

Reaction notes

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