Potassium Carbonate → HCID 12001774, compound

HRID 503218Notes

Reaction equation

HRID 503218 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:22]=[CH:21][C:9]2[N:10]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19]O)[CH:14]=3)[CH:11]=[N:12][C:8]=2[CH:7]=1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][C:37]=1[F:38])[CH2:33][NH2:34]>CN(C=O)C>[CH2:1]([O:3][C:4]([C:6]1[CH:22]=[CH:21][C:9]2[N:10]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][NH:34][CH2:33][C:32]4[CH:35]=[CH:36][C:37]([F:38])=[C:30]([F:29])[CH:31]=4)[CH:14]=3)[CH:11]=[N:12][C:8]=2[CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1235723,4-DifluorobenzylamineHCID 57556922HCID 57556922, compound

Product 1

HCID 12001774HCID 12001774, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Compound 27 was prepared from compound 7 by the method described in Example 2. To a solution of compound 27 (3 g, 1.01 mmol) in DMF (30 ml) was added potassium carbonate (2 g; 1.45 mmol) and 3,4-difluorobenzylamine (1.43 ml; 1.2 mmol) and the resultant mixture was stirred at ambient conditions over night. Aqueous work-up followed by column chromatography afforded compound 28a (0.9 g). LC-ESI-HRMS of [M+H]+ shows 422.1697 Da. Calc. 422.167925 Da, dev. 4.2 ppm

Sources & evidence

ORD record
ord-8443e3b2fa3c42a2956a7433d2d6fbcd
Source dataset
uspto-grants-2010_08
Patent number
US07776900B2

Reaction notes

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