2-(Methylamino)ethanol → (S)-N-(1-(3-(4-chloro-1-methyl-3-(methylsulfonamido)-1H-indazol-7-yl)-6-((2-hydroxyethyl)(methyl)amino)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2,2,2-trifluoroacetamide

HRID 2170398Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([C@@H:8]([NH:18][C:19](=[O:24])[C:20]([F:23])([F:22])[F:21])[CH2:9][C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([F:17])[CH:11]=2)[C:5]([C:25]2[CH:26]=[CH:27][C:28]([Cl:40])=[C:29]3[C:33]=2[N:32]([CH3:34])[N:31]=[C:30]3[NH:35][S:36]([CH3:39])(=[O:38])=[O:37])=[CH:4][CH:3]=1.[CH3:41][NH:42][CH2:43][CH2:44][OH:45]>CC(N(C)C)=O>[Cl:40][C:28]1[CH:27]=[CH:26][C:25]([C:5]2[C:6]([C@@H:8]([NH:18][C:19](=[O:24])[C:20]([F:21])([F:22])[F:23])[CH2:9][C:10]3[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([F:17])[CH:11]=3)=[N:7][C:2]([N:42]([CH2:43][CH2:44][OH:45])[CH3:41])=[CH:3][CH:4]=2)=[C:33]2[C:29]=1[C:30]([NH:35][S:36]([CH3:39])(=[O:37])=[O:38])=[N:31][N:32]2[CH3:34]

Participants

Conditions

Temperature: 150 °C

Procedure

To a solution of (S)—N-(1-(6-chloro-3-(4-chloro-1-methyl-3-(methylsulfonamido)-1H-indazol-7-yl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2,2,2-trifluoroacetamide (57D, 50 mg, 0.08 mmol) in DMA (1 mL) was added 2-(methylamino)ethanol (64.5 μL, 0.803 mmol). The reaction mixture was heated to 150° C. for 2 hours. The crude mixture was concentrated in vacuo and used without further purification. MS (m/z) 661.16 [M+H]+.

Workup

concentrationThe crude mixture was concentrated in vacuo
customused without further purification

Sources & evidence

ORD record: ord-c7f1e5807f814a5bb3dd5fb4889ad9aa
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09050344B2

Reaction notes

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