Sodium Hydroxide → HCID 86711369, compound

HRID 926296Notes

Reaction equation

HRID 926296 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([N:12]1[CH:21]([CH2:22][C:23]([O:25]C)=[O:24])[C:20]2[N:19]=[CH:18][CH:17]=[C:16]([Cl:27])[C:15]=2[CH2:14][CH2:13]1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+:29]>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([N:12]1[CH:21]([CH2:22][C:23]([O-:25])=[O:24])[C:20]2[N:19]=[CH:18][CH:17]=[C:16]([Cl:27])[C:15]=2[CH2:14][CH2:13]1)=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3].[Na+:29]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86711368HCID 86711368, compound

Product 1

HCID 86711369HCID 86711369, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

94-7. To a stirred solution of methyl 2-(7-(2-((tert-butoxycarbonyl)amino)acetyl)-4-chloro-5,6,7,8-tetrahydro-1,7-naphthyridin-8-yl)acetate (540 mg, 1.36 mmol) in MeOH (10 mL), 4N aqueous NaOH (0.39 mL, 1.56 mmol) was added and the solution was stirred at RT for 5 days. The solvent was evaporated under reduced pressure. The residue was dried under high vacuo overnight to yield the title compound as a beige powder (540 mg) which was used without further purification in the next step. UPLC-MS: MS 384.1 (M+H+); UPLC rt 0.81 min.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customThe residue was dried under high vacuo overnight

Sources & evidence

ORD record
ord-4c804c0375ae4055bcc9748b2318e0a5
Source dataset
uspto-grants-2016_03
Patent number
US09284331B2

Reaction notes

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