Methylhydrazine → HCID 86664828, compound

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:12]=[C:11]([NH2:13])[NH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1.[CH3:14]NN>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:12]=[C:11]([NH2:13])[N:10]([CH3:14])[N:9]=2)[CH:5]=[CH:4][N:3]=1

Participants

Reactant 2

HCID 6061Methylhydrazine

HCID 178507310HCID 178507310, compound3×

Product 1

HCID 86664828HCID 86664828, compoundYield 89%

Procedure

This title intermediate was prepared starting from 18.B (3.10 g, 17.3 mmol) according the procedure described above for conversion of 18.B to 18.C, except that methylhydrazine (3.5 equiv.) was used. The crude product was purified by flash chromatography on silica gel using 0-8% MeOH/CH2Cl2 for elution to provide 23.A (3.44 g mg, 89%) as a brown solid.

Workup

customThe crude product was purified by flash chromatography on silica gel using 0-8% MeOH/CH2Cl2 for elution

Sources & evidence

ORD record: ord-18456180be1243f0a8af25b68f19576c
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785468B2

Reaction notes

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