Hydrochloric Acid → HCID 69074418, compound

HRID 748959Notes

Reaction equation

HRID 748959 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:15][C:14]3[CH:16]=[C:17]([OH:20])[CH:18]=[CH:19][C:13]=3[C:12]=2[O:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:24][CH:23]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[ClH:37]>C(OCC)(=O)C.C(OCC)C>[ClH:37].[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:15][C:14]3[CH:16]=[C:17]([OH:20])[CH:18]=[CH:19][C:13]=3[C:12]=2[O:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:24][CH:23]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 16719865HCID 16719865, compound

Product 1

HCID 69074418HCID 69074418, compoundYield 38%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

Dissolve the compound of Example 91 (50 mg, 0.09 mmol) in ethyl acetate (1 mL), dilute with diethyl ether (5 mL), and immediately place into an ice bath and add 2M HCl in diethyl ether (0.07 mL). Collect the precipitate on filter paper and rinse with diethyl ether. Dry the solid in a vacuum oven overnight at 60° C. to give 19 mg of the title compound (38%): mass spectrum (ion spray): m/z=524 (M+H).

Workup

  1. customimmediately place into an ice bath
  2. customCollect the precipitate
  3. filtrationon filter paper
  4. washrinse with diethyl ether
  5. customDry the solid in a vacuum oven overnight at 60° C.

Sources & evidence

ORD record
ord-5cef7f42f031418a933ea46956db27a9
Source dataset
uspto-grants-2008_07
Patent number
US07399867B2

Reaction notes

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