1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-3-ylamine → 8-(1-(2-(tert-butyldimethylsilyloxy)ethyl)-1H-pyrazol-3-ylamino)-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide

HRID 1943470Notes

Reaction equation

HRID 1943470 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](Cl)[C:5]2[N:6]([C:8]([C:11]([NH:13][C:14]3[CH:19]=[CH:18][N:17]=[CH:16][C:15]=3[F:20])=[O:12])=[CH:9][N:10]=2)[N:7]=1.[Si:22]([O:29][CH2:30][CH2:31][N:32]1[CH:36]=[CH:35][C:34]([NH2:37])=[N:33]1)([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:24])[CH3:23].ClC1C=C(NC2C=CN(C(C)C)N=2)C2N(C(C(NC3C=CN=CC=3F)=O)=CN=2)N=1>CO>[Si:22]([O:29][CH2:30][CH2:31][N:32]1[CH:36]=[CH:35][C:34]([NH:37][C:4]2[C:5]3[N:6]([C:8]([C:11]([NH:13][C:14]4[CH:19]=[CH:18][N:17]=[CH:16][C:15]=4[F:20])=[O:12])=[CH:9][N:10]=3)[N:7]=[C:2]([Cl:1])[CH:3]=2)=[N:33]1)([C:25]([CH3:28])([CH3:26])[CH3:27])([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 593449471-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-3-ylamineHCID 596245496,8-Dichloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamideHCID 866492696-chloro-N-(3-fluoropyridin-4-yl)-8-(1-isopropyl-1H-pyrazol-3-ylamino)imidazo[1,2-b]pyridazine-3-carboxamide

Product 1

HCID 866492708-(1-(2-(tert-butyldimethylsilyloxy)ethyl)-1H-pyrazol-3-ylamino)-6-chloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 50A was prepared from 6,8-dichloro-N-(3-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine-3-carboxamide and 1-(2-(tert-butyldimethylsilyloxy)ethyl)-1H-pyrazol-3-amine in a similar way as 48A. HPLC Rt=3.891 min (Chromolith SpeedROD 4.6×50 mm, 10-90% aqueous methanol containing 0.1% TFA, 4 min gradient, monitored at 220 nm), [M+H]=531.

Sources & evidence

ORD record
ord-67955de8985e45a7a74c624a7280f862
Source dataset
uspto-grants-2013_03
Patent number
US08389527B2

Reaction notes

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