4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorobenzenamine → 1-(4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea, hydrochloride salt

HRID 2117099Notes

Reaction equation

HRID 2117099 reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][O:5][C:6]1[C:7]([CH3:24])=[C:8]2[N:13]([CH:14]=1)[N:12]=[CH:11][N:10]=[C:9]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][C:17]=1[F:23].[ClH:26].CN(C)CCCOC1C(C)=C2N(C=1)N=CN=C2OC1C=CC(N[C:50]([NH:52][C:53](=[O:62])[CH2:54][C:55]2[CH:60]=[CH:59][C:58]([F:61])=[CH:57][CH:56]=2)=[O:51])=CC=1F>>[ClH:26].[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][O:5][C:6]1[C:7]([CH3:24])=[C:8]2[N:13]([CH:14]=1)[N:12]=[CH:11][N:10]=[C:9]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:50]([NH:52][C:53](=[O:62])[CH2:54][C:55]2[CH:60]=[CH:59][C:58]([F:61])=[CH:57][CH:56]=2)=[O:51])=[CH:18][C:17]=1[F:23]

Participants

3

Reactant 2

HCID 210816704-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorobenzenamineHCID 1317262371-(4-(6-(3-(Dimethylamino)propoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea, hydrochloride salt

Product 1

HCID 1317262381-(4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorophenyl)-3-(2-(4-fluorophenyl)acetyl)urea, hydrochloride saltYield 19%

Procedure

4-(6-(2-(Dimethylamino)ethoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)-3-fluorobenzenamine (20 mg, 0.06 mmol) was converted to the title compound (6.5 mg, 19%) in a manner similar to the preparation of Compound C of Example 32.

Sources & evidence

ORD record
ord-394b77a4993443e19fe1095d86ac90fe
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

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