HCID 25212515, compound → HCID 25214733, compound

HRID 2382862Notes

Reaction equation

HRID 2382862 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.Cl.[O:21]1[CH2:26][CH2:25][CH2:24][CH:23]([NH2:27])[CH2:22]1>CC(N(C)C)=O>[O:21]1[CH2:26][CH2:25][CH2:24][CH:23]([NH:27][C:2]2[N:7]3[N:8]=[C:9]([NH:11][C:12](=[O:19])[C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[CH2:22]1

Participants

4

Reactant 2

HCID 25212515HCID 25212515, compoundHCID 46735995Oxan-3-amine hydrochloride

Product 1

HCID 25214733HCID 25214733, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

The title compound was prepared following procedure and work up described for example 30 but starting from N-(5-chloro[1,2,4]triazolo[1,5-a]pyridin-2-yl)benzamide ((B3), 100 mg; 0.37 mmol; 1.0 eq.) and tetrahydro-pyran-3-ylamine hydrochloride (CBI, 257 mg; 1.87 mmol; 5 eq.) in DMA (1 mL) as a white powder (32 mg, 26%). 1H NMR (DMSO-d6) δ 11.05 (s, 1H), 8.00 (d, J=6.8 Hz, 2H), 7.48-7.63 (m, 4H), 6.91 (d, J=8.3 Hz, 1H), 6.46 (d, J=9.0 Hz, 1H), 6.36 (d, J=7.9 Hz, 1H), 3.86 (m, 1H), 3.71 (m, 2H), 3.50 (m, 2H), 2.06 (m, 1H), 1.22-1.97 (m, 3H). HPLC, Rt: 2.27 min. (purity 99.6%). LC/MS, M+(ESI): 338.1, M−(ESI): 336.0.

Sources & evidence

ORD record
ord-904370a387094395b5499905c3846d35
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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