Sodium Hydroxide → HCID 178524934, compound

HRID 1623951Notes

Reaction equation

HRID 1623951 reaction equation
C([O:3][C:4]([C:6]1[C:7]2[CH2:8][C@H:9]3[CH2:21][C@H:10]3[C:11]=2[N:12]([C:14]2[CH:19]=[N:18][C:17](Br)=[CH:16][N:15]=2)[N:13]=1)=[O:5])C.[OH-:22].[Na+]>C1COCC1>[OH:22][C:17]1[N:18]=[CH:19][C:14]([N:12]2[C:11]3[C@@H:10]4[CH2:21][C@@H:9]4[CH2:8][C:7]=3[C:6]([C:4]([OH:3])=[O:5])=[N:13]2)=[N:15][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86669688HCID 86669688, compound

Product 1

HCID 178524934HCID 178524934, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
120 °C

Procedure

To a mixture of (1aR,5aR)-2-(5-bromopyrazin-2-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid ethyl ester (100 mg, 0.286 mmol) in THF was added 1 N NaOH solution (1.43 mL, 1.43 mmol). The reaction was heated at 120° C. for 1 h under microwave irradiation. The solvent was removed. The residue was added water and acidified with HCl solution to give the title compound (52 mg) as an off-white solid.

Workup

  1. customThe solvent was removed
  2. additionThe residue was added water

Sources & evidence

ORD record
ord-01b8dcf979624aacb60b7c1241484183
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

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