Hydrochloric Acid → HCID 68520012, compound

HRID 732762Notes

Reaction equation

HRID 732762 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[C:13]([O:23][C:24]3[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][N:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)=[CH:26][CH:25]=3)=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([OH:22])[CH:16]=[CH:15]3)[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9].Cl>C(OCC)C.C(OCC)(=O)C.CO>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[C:13]([O:23][C:24]3[CH:29]=[CH:28][C:27]([O:30][CH2:31][CH2:32][N:33]4[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]4)=[CH:26][CH:25]=3)=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH:18]=[C:17]([OH:22])[CH:16]=[CH:15]3)[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 68517827HCID 68517827, compound

Product 1

HCID 68520012HCID 68520012, compoundYield 26%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

Dissolve the product of Example 29 in diethyl ether (5.0 mL), ethyl acetate (6.0 mL) and methanol (1.0 mL) and add 2M HCl in diethyl ether (0.6 mL, 1.2 mmol). Collect the precipitate on filter paper, rinse with diethyl ether and dry in vacuo (<2 mm of Hg) at 20° C. for 4 hours to give 16 mg of the title compound (26%): mass spectrum (ion spray): m/z=552.3 (M+H−HCl).

Workup

  1. customCollect the precipitate
  2. filtrationon filter paper
  3. washrinse with diethyl ether
  4. customdry in vacuo (<2 mm of Hg) at 20° C. for 4 hours

Sources & evidence

ORD record
ord-a6f985bf91e8435194a1bef7516741ab
Source dataset
uspto-grants-2009_09
Patent number
US07585977B2

Reaction notes

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