Sodium Methoxide → HCID 58103524, compound

HRID 2094766Notes

Reaction equation

HRID 2094766 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([C:19](=[O:25])[CH2:20][C:21]([O:23][CH3:24])=[O:22])[C:10]2[CH2:14][S:13][CH2:12][C:11]=2[C:15]([O:17]C)=O)=[CH:4][CH:3]=1.C[O-].[Na+]>CO>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[C:19](=[O:25])[C:20]([C:21]([O:23][CH3:24])=[O:22])=[C:15]([OH:17])[C:11]3[CH2:12][S:13][CH2:14][C:10]2=3)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 86761859HCID 86761859, compound

Product 1

HCID 58103524HCID 58103524, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the product of Step A (6.645 g, 17.3 mol) in MeOH (60 mL) was added sodiummethoxide (5.92 mL, 25.9 mmol, 25 wt %) at rt. After 20 min the reaction was concentrated and then diluted with EtOAc and washed with aq HCl (2M) and then water providing the unpurified title compound (RE-2) which was used directly in Reference Example 3. HPLC/MS: 353.0 (M+1); Rt=2.68 min.

Workup

  1. concentrationAfter 20 min the reaction was concentrated
  2. additiondiluted with EtOAc
  3. washwashed with aq HCl (2M)

Sources & evidence

ORD record
ord-9edcf26b42114f7eae9232287b0703a2
Source dataset
uspto-grants-2013_05
Patent number
US08445680B2

Reaction notes

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