Potassium Carbonate → HCID 11505967, compound

HRID 552307Notes

Reaction equation

[K].[C:2]([O-])([CH3:5])([CH3:4])C.[Cl:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[C:11]2([NH:24][C:25]([N:27]1[CH2:32][CH2:31][N:30](N2CCC(C)CC2)[CH2:29][CH2:28]1)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH3:40][O:41][C:42]1[CH:47]=[C:46]([O:48][CH3:49])[CH:45]=[CH:44][C:43]=1[S:50]([Cl:53])(=[O:52])=[O:51].[C:54](=[O:57])([O-])[O-].[K+].[K+]>CN(C)C=O>[ClH:7].[ClH:53].[CH3:40][O:41][C:42]1[CH:47]=[C:46]([O:48][CH3:49])[CH:45]=[CH:44][C:43]=1[S:50]([N:13]1[C:14]2[C:10](=[CH:9][C:8]([Cl:7])=[CH:16][CH:15]=2)[C:11]([NH:24][C:25]([N:27]2[CH2:32][CH2:31][N:30]([CH:4]3[CH2:2][CH2:5][N:13]([CH3:14])[CH2:12][CH2:11]3)[CH2:29][CH2:28]2)=[O:26])([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:23]=2[O:57][CH3:54])[C:12]1=[O:17])(=[O:52])=[O:51]

Participants

Conditions

Temperature: 0 °C

Procedure

0.052 mg (0.47 mmol) potassium-tert.-butanolate were added to 0.21 g (0.42 mmol) of the intermediate product 3d in 2 ml dimethylformamide at 0° C. Everything was stirred for 1 h at 0° C. After this, 0.11 g (0.47 mmol) 2.4-dimethoxybenzene sulfonic acid chloride was added. After this, the reaction mixture was stirred for 16 h more at room temperature. Then the mixture was poured into a 5% potassium carbonate solution, after which a precipitate slowly formed. This precipitate was isolated and chromatographically cleaned on silica gel (mobile phase: methylene chloride/methanol=1/1). 0.1 g of the product was obtained.

Workup

stirringAfter this, the reaction mixture was stirred for 16 h more at room temperature
customafter which a precipitate slowly formed
customThis precipitate was isolated

Sources & evidence

ORD record: ord-1ea59fa11c53408582dfae76e20c0028
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951807B2

Reaction notes

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