Hydrochloric Acid → HCID 67288977, compound

HRID 403281Notes

Reaction equation

HRID 403281 reaction equation
[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:12][CH:11]([NH:13][C@H:14]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]3)[CH2:10]2)=[O:8])=[CH:3][CH:2]=1.Cl>CO.O1CCOCC1>[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:2]=[CH:3][C:4]([C:7]([N:9]2[CH2:10][CH:11]([NH:13][C@H:14]3[CH2:18][CH2:17][NH:16][CH2:15]3)[CH2:12]2)=[O:8])=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67473780HCID 67473780, compound

Product 1

HCID 67288977HCID 67288977, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of compound 3e (2.5 g, 5.92 mmol) in MeOH (7 mL) was added an HCl solution in dioxane (4M, 12 mL) at room temperature. The mixture was stirred at room temperature for 4 h. The solvent was removed by evaporation. Ether (30 mL) was added to the residue. The off-white solid was collected by filtration, washed with hexanes, and dried under vacuum. The crude compound 3f was used in the next reaction without further purification. MS m/z (M+H+) 322.

Workup

  1. customThe solvent was removed by evaporation
  2. additionEther (30 mL) was added to the residue
  3. filtrationThe off-white solid was collected by filtration
  4. washwashed with hexanes
  5. customdried under vacuum
  6. customThe crude compound 3f was used in the next reaction without further purification

Sources & evidence

ORD record
ord-e4b3c14b16af41a5a1f4cf69fe7bfc09
Source dataset
uspto-grants-2014_06
Patent number
US08748417B2

Reaction notes

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