6-Amino-3-chloropyridazine → 4'-(6-Aminopyridazin-3-yl)-N-tert-butyl-3'-fluorobiphenyl-2-sulfonamide

HRID 1523939Notes

Reaction equation

HRID 1523939 reaction equation
[C:1]([NH:5][S:6]([C:9]1[C:10]([C:15]2[CH:20]=[CH:19][C:18](B3OC(C)(C)C(C)(C)O3)=[C:17]([F:30])[CH:16]=2)=[CH:11][CH:12]=[CH:13][CH:14]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:32]1[N:37]=[N:36][C:35]([NH2:38])=[CH:34][CH:33]=1>>[NH2:38][C:35]1[N:36]=[N:37][C:32]([C:18]2[CH:19]=[CH:20][C:15]([C:10]3[C:9]([S:6]([NH:5][C:1]([CH3:2])([CH3:3])[CH3:4])(=[O:8])=[O:7])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:16][C:17]=2[F:30])=[CH:33][CH:34]=1

Participants

3

Reactant 2

HCID 216436-Amino-3-chloropyridazineHCID 90313401N-(tert-butyl)-3'-fluoro-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-2-sulfonamide

Product 1

HCID 903146364'-(6-Aminopyridazin-3-yl)-N-tert-butyl-3'-fluorobiphenyl-2-sulfonamide

Procedure

The title compound was prepared in a manner similar to that described in Example 444 using N-(tert-butyl)-3′-fluoro-4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-2-sulfonamide and 6-chloropyridazin-3-amine. MS (ESI): mass calcd. for C20H21FN4O2S, 400.14; m/z found, 401.2 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.26-8.22 (m, 1H), 8.16-8.13 (m, 1H), 7.91-7.85 (m, 1H), 7.69-7.64 (m, 1H), 7.63-7.56 (m, 2H), 7.44-7.37 (m, 3H), 1.09 (s, 9H).

Sources & evidence

ORD record
ord-43a4362a09a745ed9c4864bd536089f9
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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