3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 44585535, compound

HRID 2252579Notes

Reaction equation

Br[C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][O:8][C:7]([C:18]3[S:19][CH:20]=[CH:21][CH:22]=3)([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[C:6]=2[CH:23]=1.[Cl:24][C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][C:30]=1[F:31]>>[CH2:9]1[O:8][C:7]([C:18]2[S:19][CH:20]=[CH:21][CH:22]=2)([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[C:6]2[CH:23]=[C:2]([C:27]3[CH:28]=[CH:29][C:30]([F:31])=[C:25]([Cl:24])[CH:26]=3)[CH:3]=[CH:4][C:5]=2[NH:11][C:10]1=[O:12]

Participants

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)

HCID 68866240HCID 68866240, compound

Product 1

HCID 44585535HCID 44585535, compound

Procedure

Prepared from 7-bromo-5,5-dithien-2-yl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 3-chloro-4-fluorobenzeneboronic acid using the coupling procedure described in example 1. 1H-NMR (DMSO-d6) δ 10.27 (s, 1H), 7.68 (m, 4H), 7.48 (t, J=8.8 Hz, 1H), 7.38 (m, 1H), 7.27 (d, J=8.5 Hz, 1H), 7.16 (d, J=2.1 Hz, 1H), 7.04 (dd, J=5.0, 3.6 Hz, 2H), 6.93 (dd, J=3.6, 1.2 Hz, 2H), 4.22 (s, 2H); MS (ES) m/z 456 (M+H)+; Anal. Calc. For C23H15ClFNO2S2: C, 60.59; H, 3.32; N, 3.07. Found: C, 60.35; H, 3.28; N, 2.91.

Sources & evidence

ORD record: ord-6c826fd9f254416f886986eee66008ec
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07323455B2

Reaction notes

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