Hydrochloric Acid → HCID 67536266, compound

HRID 2382847Notes

Reaction equation

HRID 2382847 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=3)[N:10]=2)[CH:7]=1.[CH3:20][O:21][C:22]1[CH:27]=[C:26](B2OC(C)(C)C(C)(C)O2)[CH:25]=[CH:24][C:23]=1[OH:37].[ClH:38]>CC#N>[ClH:38].[OH:37][C:23]1[CH:24]=[CH:25][C:26]([C:2]2[CH:3]=[CH:4][C:5]3[N:6]([N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]4[CH:18]=[CH:17][CH:16]=[N:15][CH:14]=4)[N:10]=3)[CH:7]=2)=[CH:27][C:22]=1[O:21][CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 27346502-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 25212519N-(6-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide

Product 1

HCID 67536266HCID 67536266, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared following procedure described for example 56 but starting from N-(6-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide ((B6), 400 mg; 1.26 mmol; 1.0 eq.) and 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (629 mg; 2.51 mmol; 2.0 eq.) as a light yellow solid (249 mg, 55%). HPLC, Rt: 1.71 min. (purity 60.7%). LC/MS, M+(ESI): 362.0, M−(ESI): 360.0. CHN analysis: [C19H15N5O3.1 HCl.0.4 CH3CN.0.6H20] Corrected: C, 55.95%; H, 4.36%; N, 17.79%. Found: C, 55.95%; H, 4.76%; N, 17.53%.

Sources & evidence

ORD record
ord-fbfd6f081b7a447686d486182854cf4e
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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