HCID 86727432, compound → HCID 86727433, compound

HRID 519067Notes

Reaction equation

HRID 519067 reaction equation
[CH3:1][CH:2]1[N:15]2[C:6]([CH2:7][O:8][C:9]3[C:14]2=[CH:13][C:12]([N+:16]([O-])=O)=[C:11]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:10]=3)=[N:5][NH:4][C:3]1=[O:26]>CO.[Ni]>[NH2:16][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][C:11]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[O:8][CH2:7][C:6]1[N:15]2[CH:2]([CH3:1])[C:3](=[O:26])[NH:4][N:5]=1

Participants

4

Reactant 1

HCID 86727432HCID 86727432, compound

Product 1

HCID 86727433HCID 86727433, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-methyl-6-nitro-7-phenoxy-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one (0.090 g, 0.25 mmol) and Raney Ni (0.030 g) in MeOH (5 mL) was stirred overnight under an atmosphere of H2 (30 psi) at ambient temperature. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give 6-amino-4-methyl-7-phenoxy-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one as a colorless oil (0.090 g, crude), which was used in next step without further purification. LC/MS (Table 1, Method 2) Rt=0.938 min; MS m/z: 325 [M+H]+

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-6f576ec6dcea4cdd944854a69151c637
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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