Hydrochloric Acid → HCID 11597049, compound

HRID 1689743Notes

Reaction equation

HRID 1689743 reaction equation
[CH:1]1([C:4]([NH:6][C:7]2[CH:12]=[CH:11][C:10]([S:13][C:14]3[N:19]=[C:18]([C:20]([O:22]C)=[O:21])[C:17]([NH2:24])=[C:16]([NH:25][C:26]4[CH:30]=[C:29]([CH3:31])[NH:28][N:27]=4)[N:15]=3)=[CH:9][CH:8]=2)=[O:5])[CH2:3][CH2:2]1.[Li+].[OH-].Cl>C1COCC1>[CH:1]1([C:4]([NH:6][C:7]2[CH:8]=[CH:9][C:10]([S:13][C:14]3[N:19]=[C:18]([C:20]([OH:22])=[O:21])[C:17]([NH2:24])=[C:16]([NH:25][C:26]4[CH:30]=[C:29]([CH3:31])[NH:28][N:27]=4)[N:15]=3)=[CH:11][CH:12]=2)=[O:5])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 11561238HCID 11561238, compound

Product 1

HCID 11597049HCID 11597049, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Compound 7 (45 mg, 0.1 mmol, 1 equiv) was dissolved in THF (1 mL). LiOH (1 mL, 0.4 N, 0.4 mmol, 4 equiv) was added to the solution. The mixture was stirred at room temperature for overnight, acidified to pH=5-6 with dilute HCl (1 N), concentrated under reduced pressure at room temperature, and dried under high vacuum for 48 hrs. to afford the crude product, which was used directly in the next step without further purification. A small sample was purified with reverse phase HPLC to afford the compound 8 as a white solid.

Workup

  1. concentrationconcentrated under reduced pressure at room temperature
  2. customdried under high vacuum for 48 hrs
  3. customto afford the crude product, which
  4. customwas used directly in the next step without further purification
  5. customA small sample was purified with reverse phase HPLC

Sources & evidence

ORD record
ord-f932778b203e44799d587ea0e37f0818
Source dataset
uspto-grants-2012_04
Patent number
US08153630B2

Reaction notes

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