4-(2-Fluoro-4-nitrophenoxy)-5-methyl-6-(3-morpholinopropoxy)pyrrolo[2,1-f][1,2,4]triazine → 3-Fluoro-4-(5-methyl-6-(3-morpholinopropoxy)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)benzenamine

HRID 2117103Notes

Reaction equation

HRID 2117103 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:70]=[C:69]([N+:71]([O-])=O)[CH:68]=[CH:67][C:45]=1[O:46][C:47]1[C:52]2=[C:53]([CH3:66])[C:54]([O:56][CH2:57][CH2:58][CH2:59][N:60]3[CH2:65][CH2:64][O:63][CH2:62][CH2:61]3)=[CH:55][N:51]2[N:50]=[CH:49][N:48]=1>>[F:43][C:44]1[CH:70]=[C:69]([NH2:71])[CH:68]=[CH:67][C:45]=1[O:46][C:47]1[C:52]2=[C:53]([CH3:66])[C:54]([O:56][CH2:57][CH2:58][CH2:59][N:60]3[CH2:61][CH2:62][O:63][CH2:64][CH2:65]3)=[CH:55][N:51]2[N:50]=[CH:49][N:48]=1

Participants

3

Reactant 2

HCID 210816434-(2-Fluoro-4-nitrophenoxy)-5-methyl-6-(3-morpholinopropoxy)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 210816113-Fluoro-4-(5-methyl-6-(3-morpholinopropoxy)pyrrolo[2,1-f][1,2,4]triazin-4-yloxy)benzenamineYield 96.9%

Procedure

Following a procedure similar to that for the synthesis of Compound C of Example 36, 4-(2-fluoro-4-nitrophenoxy)-5-methyl-6-(3-morpholinopropoxy)pyrrolo[2,1-f][1,2,4]triazine (31 mg, 0.072 mmol) was converted to the title compound (28 mg, 95%). MS(ESI+) m/z 402.3 (M+H)+.

Sources & evidence

ORD record
ord-074e6b7587f1494fa26b009db8e0b952
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

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