(1S,4R)-4-[3-((S)-2-Methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-ylamine → 1-{(1S,4R)-4-[3-((S)-2-methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-3-[1'-(2-hydroxy-ethyl)-3-ethyl-1'H-[1,4']bipyrazolyl-5-yl]-urea

HRID 2200026Notes

Reaction equation

HRID 2200026 reaction equation
C[C@H]1CCCCN1C1N2C=C(O[C@H]3C4C(=CC=CC=4)[C@@H](N)CC3)C=CC2=NN=1.[CH3:29][C@H:30]1[CH2:35][CH2:34][CH2:33][C@@H:32](C)[N:31]1[C:37]1[N:41]2[CH:42]=[C:43]([O:46][C@H:47]3[C:56]4[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=4)[C@@H:50]([NH:57][C:58](=[O:80])[NH:59][C:60]4[N:64]([C:65]5[CH:66]=[N:67][N:68]([CH2:70][CH2:71][O:72]S(C)(=O)=O)[CH:69]=5)[N:63]=[C:62]([CH:77](C)[CH3:78])[CH:61]=4)[CH2:49][CH2:48]3)[CH:44]=[CH:45][C:40]2=[N:39][N:38]=1>>[CH3:29][C@H:30]1[CH2:35][CH2:34][CH2:33][CH2:32][N:31]1[C:37]1[N:41]2[CH:42]=[C:43]([O:46][C@H:47]3[C:56]4[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=4)[C@@H:50]([NH:57][C:58]([NH:59][C:60]4[N:64]([C:65]5[CH:66]=[N:67][N:68]([CH2:70][CH2:71][OH:72])[CH:69]=5)[N:63]=[C:62]([CH2:77][CH3:78])[CH:61]=4)=[O:80])[CH2:49][CH2:48]3)[CH:44]=[CH:45][C:40]2=[N:39][N:38]=1

Participants

3

Reactant 2

HCID 86687106(1S,4R)-4-[3-((S)-2-Methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-ylamineHCID 117728990HCID 117728990, compound

Product 1

HCID 1177291541-{(1S,4R)-4-[3-((S)-2-methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-3-[1'-(2-hydroxy-ethyl)-3-ethyl-1'H-[1,4']bipyrazolyl-5-yl]-urea

Procedure

The title compound was prepared starting from Intermediate 2 (150 mg, 0.397 mmol), and Intermediate Cb (157 mg, 0.397 mmol) by using an analogous procedure to that described for Intermediate A step d. LCMS (Method 3): Rt 3.10 min, m/z=625 [MH+].

Sources & evidence

ORD record
ord-ca40cde1ecd844dfb7e4966f4dcc9b14
Source dataset
uspto-grants-2016_06
Patent number
US09359354B2

Reaction notes

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