7-Methoxy-4-((6-(6-(piperazin-1-yl)pyridin-3-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)quinoline → (R)-N-((6-(3,5-difluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)-7-(pyrrolidin-2-ylmethoxy)-1,5-naphthyridin-4-amine

HRID 40310Notes

Reaction equation

HRID 40310 reaction equation
N1CCCC1COC1C=C2C(C(N)=CC=N2)=NC=1.[F:19][C:20]1[CH:21]=[C:22]([C:27]2[CH:28]=[CH:29][C:30]3[N:31]([C:33]([CH2:36][NH:37][C:38]4[CH:39]=[CH:40][N:41]=[C:42]5[C:47]=4[N:46]=[CH:45][C:44]([O:48][CH2:49][C@H:50]4[CH2:54][CH2:53][CH2:52][N:51]4C(OC(C)(C)C)=O)=[CH:43]5)=[N:34][N:35]=3)[N:32]=2)[CH:23]=[C:24]([F:26])[CH:25]=1.COC1C=C2C(C(OCC3N4N=C(C5C=NC(N6CCNCC6)=CC=5)C=CC4=NN=3)=CC=N2)=CC=1>>[F:19][C:20]1[CH:21]=[C:22]([C:27]2[CH:28]=[CH:29][C:30]3[N:31]([C:33]([CH2:36][NH:37][C:38]4[C:47]5[C:42](=[CH:43][C:44]([O:48][CH2:49][C@H:50]6[CH2:54][CH2:53][CH2:52][NH:51]6)=[CH:45][N:46]=5)[N:41]=[CH:40][CH:39]=4)=[N:34][N:35]=3)[N:32]=2)[CH:23]=[C:24]([F:26])[CH:25]=1

Participants

4

Reactant 3

HCID 576913597-Methoxy-4-((6-(6-(piperazin-1-yl)pyridin-3-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)quinolineHCID 67502836(R)-tert-butyl 2-((8-((6-(3,5-difluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylamino)-1,5-naphthyridin-3-yloxy)methyl)pyrrolidine-1-carboxylateHCID 86666553HCID 86666553, compound

Product 1

HCID 44180593(R)-N-((6-(3,5-difluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)-7-(pyrrolidin-2-ylmethoxy)-1,5-naphthyridin-4-amine

Procedure

(R)—N-(6-(3,5-difluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)-7-(pyrrolidin-2-ylmethoxy)-1,5-naphthyridin-4-amine. The title compound was prepared from (R)-tert-butyl 2-((8-((6-(3,5-difluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylamino)-1,5-naphthyridin-3-yloxy)methyl)pyrrolidine-1-carboxylate following the procedure used to make 7-methoxy-4-((6-(6-(piperazin-1-yl)pyridin-3-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methoxy)quinoline. m/z: 489 (M+H). Calc'd. for C25H22F2N8O—488.

Sources & evidence

ORD record
ord-7201ca24ead3466591dc538708b44c16
Source dataset
uspto-grants-2013_09
Patent number
US08524900B2

Reaction notes

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