6-Bromo-1-fluoronaphthalen-2-OL → HCID 57387164, compound

HRID 1771467Notes

Reaction equation

HRID 1771467 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([F:12])=[C:7]([OH:13])[CH:6]=[CH:5]2.B([C:17]1[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][C:18]=1[F:26])(O)O>>[F:26][C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][C:17]=1[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([OH:13])[C:8]=2[F:12])[CH:3]=1)[C:21]([OH:23])=[O:22]

Participants

3

Reactant 2

HCID 112419406-Bromo-1-fluoronaphthalen-2-OL2×HCID 231341774-(Dihydroxyboranyl)-3-fluorobenzoic acid

Product 1

HCID 57387164HCID 57387164, compound

Procedure

Followed the coupling procedure described in Example 29 starting from 6-bromo-1-fluoronaphthalen-2-ol (Intermediate 13) and 4-borono-3-fluorobenzoic acid. 1H-NMR (DMSO-d6, 300 MHz, TMS): δ 13.32 (b, 1H), 10.28 (b, 1H), 8.14 (s, 1H), 7.98 (d, 1H), 7.78 (d, 1H), 7.73-7.76 (m, 4H), 7.32 (t, 1H), MS (ESI): m/z=299.40 [M−1]−.

Sources & evidence

ORD record
ord-d0219d71b1e440e6bb7a0a8b8752ccf2
Source dataset
uspto-grants-2016_02
Patent number
US09249132B2

Reaction notes

Loading…