Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate → HCID 49785517, compound

HRID 1812164Notes

Reaction equation

HRID 1812164 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:17]2[N:22]=[C:21]([CH3:23])[N:20]=[C:19]([N:24](CC3C=CC(OC)=CC=3)CC3C=CC(OC)=CC=3)[N:18]=2)[C:5]([NH:8][C:9]2[CH:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)=[N:6][CH:7]=1.CC1(C)C(C)(C)OB([C:51]2[CH2:56][CH2:55][N:54](C(OC(C)(C)C)=O)[CH2:53][CH:52]=2)O1>>[CH3:16][O:15][C:12]1[N:11]=[CH:10][C:9]([NH:8][C:5]2[C:4]([C:17]3[N:22]=[C:21]([CH3:23])[N:20]=[C:19]([NH2:24])[N:18]=3)=[CH:3][C:2]([C:51]3[CH2:56][CH2:55][NH:54][CH2:53][CH:52]=3)=[CH:7][N:6]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 4642098Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 666119674-(5-chloro-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

Product 1

HCID 49785517HCID 49785517, compound

Procedure

The title compound was prepared in an analogous manner to that described in Example 247 using 4-(5-chloro-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, and was isolated as a bright yellow amorphous solid (13%). m/z (ESI, +ve ion) 391.1 (M+H)+. 1H NMR (400 MHz, d6-DMSO) δ 11.74 (1H, br. s.); 8.81 (1H, br. s.); 8.54 (1H, br. s.); 8.40 (1H, br. s.); 8.17 (1H, br. s.); 7.88 (1H, br. s.); 7.73 (1H, br. s.); 6.83 (1H, br. s.); 6.17 (1H, d, J=1.0 Hz); 3.84 (3H, s); 2.93 (2H, br. s.); 2.44 (4H, br. s.); 1.56 (4H, s).

Sources & evidence

ORD record
ord-833a9cb40fc84667847b11d418ca4a9b
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

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