Hydrochloric Acid → HCID 66999957, compound

HRID 560181Notes

Reaction equation

HRID 560181 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([NH2:20])[C:15]([C:21]([OH:23])=[O:22])=[C:14]2[CH2:24][CH2:25][CH2:26][NH:27]C(OC(C)(C)C)=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:35]>O1CCOCC1.C(Cl)Cl>[ClH:35].[CH2:1]([O:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[N:16]([NH2:20])[C:15]([C:21]([OH:23])=[O:22])=[C:14]2[CH2:24][CH2:25][CH2:26][NH2:27])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66999950HCID 66999950, compound

Product 1

HCID 66999957HCID 66999957, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

5-(Benzyloxycarbonyl)-amino-3-[3-(t-butoxycarbonylamino)-propyl]-1H-indole-2-carboxylic acid (72 mg) was dissolved in 5 mL of 4 N HCl in dioxane. Within 10 min a white crystalline solid had formed. The mixture was stirred for 45 min at which time the reaction was diluted with 10 mL of methylene chloride. The filtrate was removed with a filter-tipped cannula and the solid was washed 3×10 mL of methylene chloride and dried, providing the title compound; MS, electrospray, 369 (M+H).

Workup

  1. customWithin 10 min a white crystalline solid had formed
  2. customThe filtrate was removed with a filter-tipped cannula
  3. washthe solid was washed 3×10 mL of methylene chloride
  4. customdried

Sources & evidence

ORD record
ord-c28ffd325223456a9dd0440432682818
Source dataset
uspto-grants-2011_11
Patent number
US08063094B2

Reaction notes

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