1633014-63-7 → HCID 117667088, compound

HRID 712773Notes

Reaction equation

HRID 712773 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[C:11]([C:15]3([OH:21])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[CH:12]=[N:13][CH:14]=2)O1.Br[C:24]1[C:25]([Cl:34])=[C:26]2[C:31](=[N:32][CH:33]=1)[NH:30][CH2:29][CH2:28][CH2:27]2>>[Cl:34][C:25]1[C:26]2[CH2:27][CH2:28][CH2:29][NH:30][C:31]=2[N:32]=[CH:33][C:24]=1[C:9]1[CH:10]=[C:11]([C:15]2([OH:21])[CH2:16][CH2:17][O:18][CH2:19][CH2:20]2)[CH:12]=[N:13][CH:14]=1

Participants

3

Reactant 2

HCID 1176677451633014-63-7HCID 123231095HCID 123231095, compound

Product 1

HCID 117667088HCID 117667088, compound

Procedure

4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-yl]-tetrahydro-pyran-4-ol is coupled with 6-bromo-5-chloro-1,2,3,4-tetrahydro-[1,8]naphthyridine to give 4-[5-(4-chloro-5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-yl]-tetrahydro-pyran-4-ol using Suzuki Coupling Method VI.

Sources & evidence

ORD record
ord-21bbf13c3c9a44d68fe4a939d7955f6b
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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