Lithium hydroxide, monohydrate → 3-(7-Chloropyrido[4,3-b]pyrazin-5-ylamino)propanoic acid

HRID 57626Notes

Reaction equation

HRID 57626 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][C:15]([O:17]C)=[O:16])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][N:8]=2)[CH:3]=1.O[Li].O>CO.O>[Cl:1][C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][N:8]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86717387Methyl 3-(7-chloropyrido[4,3-b]pyrazin-5-ylamino)propanoate

Product 1

HCID 867173883-(7-Chloropyrido[4,3-b]pyrazin-5-ylamino)propanoic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of methyl 3-(7-chloropyrido[4,3-b]pyrazin-5-ylamino)propanoate (545 mg, 2.04 mmol) and LiOH.H2O (172 mg, 4.09 mmol) in MeOH/H2O (v. 20:1, 40 mL/2 mL) was stirred at room temperature for 20 hours. The volatiles were removed under reduced pressure, and the residue was acidified with HCl solution (1 N) till pH=2˜3. The precipitates were collected by filtration and dried to afford the title compound. MS (m/z): 253 (M+H)+.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. filtrationThe precipitates were collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-17e0871514664230820bda7738433871
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

Loading…