m-Chloroperbenzoic acid → HCID 86721022, compound

HRID 524964Notes

Reaction equation

HRID 524964 reaction equation
[NH2:1][C:2]1[C:11]([C:12]([NH:14][C:15]2[C:24]3[CH2:23][CH2:22][N:21]([CH3:25])[CH2:20][C:19]=3[CH:18]=[N:17][CH:16]=2)=[O:13])=[C:5]2[N:6]=[CH:7][C:8]([F:10])=[CH:9][N:4]2[N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:34])C=1>C(Cl)Cl>[NH2:1][C:2]1[C:11]([C:12]([NH:14][C:15]2[CH:16]=[N:17][CH:18]=[C:19]3[C:24]=2[CH2:23][CH2:22][N+:21]([O-:34])([CH3:25])[CH2:20]3)=[O:13])=[C:5]2[N:6]=[CH:7][C:8]([F:10])=[CH:9][N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 86721020HCID 86721020, compound

Product 1

HCID 86721022HCID 86721022, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 2-amino-6-fluoro-N-(7-methyl-5,6,7,8-tetrahydro-2,7-naphthyridin-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (12 mg, 0.03516 mmol) in DCM (2 mL) was added mCPBA (5.764 mg, 0.03340 mmol) and the mixture was stirred at RT for 2 h before the solvent was removed in vacuo. The residue was purified by FractionLynx to yield 5-(2-amino-6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxamido)-2-methyl-1,2,3,4-tetrahydro-2,7-naphthyridine 2-oxide. MS (ES+) 358.2.

Workup

  1. customwas removed in vacuo
  2. customThe residue was purified by FractionLynx

Sources & evidence

ORD record
ord-670f94fd66b8487b8a0f0fe60e864153
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

Loading…