Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate → HCID 57520571, compound

HRID 1528106Notes

Reaction equation

HRID 1528106 reaction equation
I[C:2]1[N:7]=[C:6]([NH:8][C:9]([NH:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][N:20]=3)[N:15]=[CH:14][CH:13]=2)=[O:10])[CH:5]=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB(C2CCN(C(OC(C)(C)C)=O)CC=2)O1.[O:44]1[CH2:49][CH:48]=[C:47](B2OC(C)(C)C(C)(C)O2)[CH2:46][CH2:45]1>>[O:44]1[CH2:45][CH:46]=[C:47]([C:2]2[N:7]=[C:6]([NH:8][C:9]([NH:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][N:20]=4)[N:15]=[CH:14][CH:13]=3)=[O:10])[CH:5]=[CH:4][CH:3]=2)[CH2:48][CH2:49]1

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 112180533,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 86667494HCID 86667494, compound

Product 1

HCID 57520571HCID 57520571, compound

Procedure

The title compound was prepared as described in example 27 step 2, substituting 1-(6-bromo-quinolin-4-yl)-3-(6-trifluoromethyl-pyridin-2-yl)-urea by 1-(6-iodopyridin-2-yl)-3-(1,5-naphthyridin-4-yl)urea (example 58, step 1) and tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate by 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Sources & evidence

ORD record
ord-299645953a1749ef874d412e372c2bb0
Source dataset
uspto-grants-2015_07
Patent number
US09090592B2

Reaction notes

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