4-(2-Fluoro-4-nitrophenoxy)-6-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazine → 3-Fluoro-4-(6-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)benzenamine

HRID 2117120Notes

Reaction equation

HRID 2117120 reaction equation
Cl.FC1C=C(NC(=O)CC(NC2C=CC(F)=CC=2)=O)C=CC=1OC1C2=C(C)C(OCCN3CCOCC3)=CN2N=CN=1.[F:43][C:44]1[CH:65]=[C:64]([N+:66]([O-])=O)[CH:63]=[CH:62][C:45]=1[O:46][C:47]1[C:52]2=[CH:53][C:54]([C:56]3[CH:57]=[N:58][CH:59]=[CH:60][CH:61]=3)=[CH:55][N:51]2[N:50]=[CH:49][N:48]=1>>[F:43][C:44]1[CH:65]=[C:64]([NH2:66])[CH:63]=[CH:62][C:45]=1[O:46][C:47]1[C:52]2=[CH:53][C:54]([C:56]3[CH:57]=[N:58][CH:59]=[CH:60][CH:61]=3)=[CH:55][N:51]2[N:50]=[CH:49][N:48]=1

Participants

3

Reactant 2

HCID 210816544-(2-Fluoro-4-nitrophenoxy)-6-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazineHCID 131727132N1-(3-Fluoro-4-(5-methyl-6-(2-morpholinoethoxy)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)phenyl)-N3-(4-fluorophenyl)malonamide, hydrochloride salt

Product 1

HCID 210816193-Fluoro-4-(6-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)benzenamineYield 46.7%

Procedure

Following a procedure similar to that for the synthesis of Compound C of Example 36, 4-(2-fluoro-4-nitrophenoxy)-6-(pyridin-3-yl)pyrrolo[2,1-f][1,2,4]triazine (35 mg, 0.10 mmol) was converted to the title compound (15 mg, 46%). MS(ESI+) m/z 322.3 (M+H)+.

Sources & evidence

ORD record
ord-7a73b702937a44c082593d96b68f3924
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

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