Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate → tert-Butyl 4-(2-(1-(propylsulfonyl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate

HRID 1025506Notes

Reaction equation

HRID 1025506 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]([CH:10]3[CH2:15][CH2:14][N:13]([S:16]([CH2:19][CH2:20][CH3:21])(=[O:18])=[O:17])[CH2:12][CH2:11]3)[CH2:7][C:6]=2[CH:22]=1.CC1(C)C(C)(C)OB([C:31]2[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH:32]=2)O1.FC1C2OC(C3(O)CCN(C4N=CC(CCC)=CN=4)CC3)CC=2C=C(C2CCN(C(OC(C)(C)C)=O)CC=2)C=1>>[CH2:19]([S:16]([N:13]1[CH2:14][CH2:15][CH:10]([CH:8]2[CH2:7][C:6]3[CH:22]=[C:2]([C:31]4[CH2:36][CH2:35][N:34]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:33][CH:32]=4)[CH:3]=[CH:4][C:5]=3[O:9]2)[CH2:11][CH2:12]1)(=[O:18])=[O:17])[CH2:20][CH3:21]

Participants

4

Reactant 3

HCID 4642098Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 67468836tert-Butyl 4-(7-fluoro-2-(4-hydroxy-1-(5-propylpyrimidin-2-yl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridine-1(2H)-carboxylateHCID 674689334-(5-Bromo-2,3-dihydrobenzofuran-2-yl)-1-(propylsulfonyl)piperidine

Product 1

HCID 68211536tert-Butyl 4-(2-(1-(propylsulfonyl)piperidin-4-yl)-2,3-dihydrobenzofuran-5-yl)-5,6-dihydropyridine-1(2H)-carboxylate

Procedure

Compound 10B was prepared from Compound 10A and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate in a similar manner to the procedure described for Compound 1I in Example 1.

Sources & evidence

ORD record
ord-0a4e419d49c84caa94e00a74c21f440e
Source dataset
uspto-grants-2014_05
Patent number
US08729084B2

Reaction notes

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