Phenylboronic Acid → HCID 57671473, compound

HRID 553519Notes

Reaction equation

Br[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:25])=[C:7]([C:14]([NH:16][CH2:17][C:18]([O:20]C(C)(C)C)=[O:19])=[O:15])[C:8](=[O:13])[N:9]2[CH3:12])=[N:4][CH:3]=1.[C:26]1(B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[OH:25][C:6]1[C:5]2[C:10](=[CH:11][C:2]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:3][N:4]=2)[N:9]([CH3:12])[C:8](=[O:13])[C:7]=1[C:14]([NH:16][CH2:17][C:18]([OH:20])=[O:19])=[O:15]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 57671502HCID 57671502, compound

Product 1

HCID 57671473HCID 57671473, compound

Procedure

The title compound was prepared similarly to the procedures described for Example 2 from tert-butyl 2-(7-bromo-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamido)acetate (Example 1 (f)) and phenylboronic acid. MS (ESI, pos. ion) m/z: 354 (M+1). 1H NMR (400 MHz, CD3OD) δ ppm: 8.86 (s, 1 H), 8.20 (s, 1 H), 7.84 (d, J=7.4 Hz, 2 H), 7.44-7.63 (m, 3 H), 4.16 (s, 2 H), 3.78 (s, 3 H).

Sources & evidence

ORD record: ord-ff6f8303baaf489c8c2598d0bd52472b
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048892B2

Reaction notes

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