Hydrochloric Acid → HCID 22041552, compound

HRID 1790257Notes

Reaction equation

HRID 1790257 reaction equation
[C:1]([C:9]1[CH:41]=[CH:40][C:12]2[N:13]([CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH:27]([NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[C:28]([O:30][CH3:31])=[O:29])=[CH:22][CH:21]=3)[C:14](=[O:16])[S:15][C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:42]I.[H-].[Na+].Cl>CN(C=O)C>[C:1]([C:9]1[CH:41]=[CH:40][C:12]2[N:13]([CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH:27]([N:32]([C:33]([O:35][C:36]([CH3:37])([CH3:38])[CH3:39])=[O:34])[CH3:42])[C:28]([O:30][CH3:31])=[O:29])=[CH:22][CH:21]=3)[C:14](=[O:16])[S:15][C:11]=2[CH:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 22041505HCID 22041505, compound

Product 1

HCID 22041552HCID 22041552, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolve the compound obtained in Step C of Example 10 (1 eq.) and CH3I (2 eq.): in 55 ml of anhydrous DMF and place in an ice bath at 0° C. Add NaH (1.5 eq.) in portions. Allow to return to ambient temperature. Hydrolyse, acidify with 1N HCl and filter. Purify the resulting crude product by chromatography on silica gel (eluant:diethyl ether/toluene 2/8).

Workup

  1. customat 0° C
  2. customto return to ambient temperature
  3. filtrationfilter
  4. customPurify the resulting crude product by chromatography on silica gel (eluant:diethyl ether/toluene 2/8)

Sources & evidence

ORD record
ord-860dedf2fc534956b98b8e133ac89c91
Source dataset
uspto-grants-2006_07
Patent number
US07071221B2

Reaction notes

Loading…