Hydrochloric Acid → HCID 67521542, compound

HRID 1925755Notes

Reaction equation

HRID 1925755 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]([C:18]2[CH:22]=[CH:21][S:20][C:19]=2[C:23]([O:25][CH3:26])=[O:24])COC)(=[O:13])=[O:12])=[C:7]([C:27]2[CH:32]=[CH:31][N:30]=[CH:29][C:28]=2[Cl:33])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl>O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:18]2[CH:22]=[CH:21][S:20][C:19]=2[C:23]([O:25][CH3:26])=[O:24])(=[O:13])=[O:12])=[C:7]([C:27]2[CH:32]=[CH:31][N:30]=[CH:29][C:28]=2[Cl:33])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67520294HCID 67520294, compound

Product 1

HCID 67521542HCID 67521542, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Synthesized as described for 22 using 166 (25.0 mg, 0.049 mmol), tetrahydrofuran (1 mL) and aqueous hydrochloric acid (1 mL). Purification by automated silica gel column chromatography (Biotage®) eluting with ethyl acetate/hexanes (0 to 30% v/v over 400 mL gradient elution) yielded the title product as a clear oil (15.2 mg).

Workup

  1. customSynthesized
  2. customPurification by automated silica gel column chromatography (Biotage®)
  3. washeluting with ethyl acetate/hexanes (0 to 30% v/v over 400 mL gradient elution)

Sources & evidence

ORD record
ord-f9f5f1d73cae4826850b98ebac87c82e
Source dataset
uspto-grants-2012_05
Patent number
US08178699B2

Reaction notes

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