3-(4-Bromophenyl)pyridine → HCID 22714297, compound

HRID 1839154Notes

Reaction equation

BrC1C=CC(C2C=NC=CC=2)=CC=1.C1([NH:17][C:18]([C:20]2[C:29](=[O:30])[C:28]3[C:23](=[N:24][CH:25]=[CH:26][CH:27]=3)[N:22](C3C=CC=C(B4OC(C)(C)C(C)(C)O4)C=3)[CH:21]=2)=[O:19])CC1.C(NC(C1C(=O)C2C(=NC=CC=2)N(C2C=CC=C(B3OC(C)(C)C(C)(C)O3)C=2)C=1)=O)(C)C>>[NH:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][N:24]=2)[C:29](=[O:30])[C:20]([C:18]([NH2:17])=[O:19])=[CH:21]1

Participants

Reactant 3

HCID 15152413-(4-Bromophenyl)pyridine

HCID 22392000HCID 22392000, compound

HCID 22392015HCID 22392015, compound

Product 1

HCID 22714297HCID 22714297, compound

Procedure

Following the procedure of Step 3 of Example 31 but substituting 3-bromo-5-methylsulfonylpyridine from Step 2 above for 3-(4-bromophenyl)pyridine, and N-cyclopropyl-1-[3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide from Step 1 for N-isopropyl-1-[3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide, the N-Cyclopropyl-1-[3-(5-methylsulfonylpyridin-3-yl)]phenyl]-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide compound was obtained as a solid.

Sources & evidence

ORD record: ord-0f16d12dda094f2e9385b36d7ad07961
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06677351B2

Reaction notes

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