Sodium Hydroxide → HCID 67224726, compound

HRID 1968228Notes

Reaction equation

HRID 1968228 reaction equation
[CH:1]1([NH:6][C:7](=[O:35])[C@H:8]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]3[N:21](C(OC(C)(C)C)=O)[CH:22]=[C:23]([C:24]([O:26]C)=[O:25])[C:16]=23)[C:9]([OH:12])([CH3:11])[CH3:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([NH:6][C:7](=[O:35])[C@H:8]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]3[NH:21][CH:22]=[C:23]([C:24]([OH:26])=[O:25])[C:16]=23)[C:9]([OH:12])([CH3:11])[CH3:10])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58293495HCID 58293495, compound

Product 1

HCID 67224726HCID 67224726, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
53 °C

Procedure

To (R)-1-tert-butyl 3-methyl 4-((1-(cyclopentylamino)-3-hydroxy-3-methyl-1-oxobutan-2-ylamino)methyl)-1H-pyrrolo[2,3-b]pyridine-1,3-dicarboxylate was added MeOH (1 mL) and aqueous NaOH (12N, 2mL). The reaction mixture was stirred at 53° C. for 16 h and the resulting product was purified via preparative mass trigger LC-MS (AcCN/H2O, 5-90%). The fractions were collected, concentrated, and dried in vacuo to afford the title compound. [M+H] calc'd for C19H26N4O4, 375; found, 374.5.

Workup

  1. customthe resulting product was purified via preparative mass trigger LC-MS (AcCN/H2O, 5-90%)
  2. customThe fractions were collected
  3. concentrationconcentrated
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5cf579b3789740dfbec6960d81d44922
Source dataset
uspto-grants-2013_04
Patent number
US08420816B2

Reaction notes

Loading…