HCID 68354354, compound → HCID 90312484, compound

HRID 1524117Notes

Reaction equation

HRID 1524117 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18](B(O)O)=[C:17]([F:24])[CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:25][C:26]1[N:31]=[C:30]([C:32]#[N:33])[C:29](Br)=[CH:28][N:27]=1>>[NH2:25][C:26]1[N:31]=[C:30]([C:32]#[N:33])[C:29]([C:18]2[CH:19]=[CH:20][C:15]([C:10]3[C:9]([S:6]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])(=[O:8])=[O:7])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:16][C:17]=2[F:24])=[CH:28][N:27]=1

Participants

3

Reactant 2

HCID 68354354HCID 68354354, compoundHCID 90313514HCID 90313514, compound

Product 1

HCID 90312484HCID 90312484, compound

Procedure

The title compound was prepared using conditions analogous to those used to make Example 6 utilizing (2′-(N-(tert-butyl)sulfamoyl)-3-fluoro-[1,1′-biphenyl]-4-yl)boronic acid and 2-amino-5-bromo-4-cyanopyrimidine. MS (ESI): mass calcd. for C21H20FN5O2S, 327.08; m/z found, 328.1 [M+H]+. 1H NMR (600 MHz, DMSO-d6) δ 8.64-8.59 (m, 1H), 8.07 (dd, J=7.9, 1.4, 1H), 7.71-7.65 (m, 1H), 7.65-7.59 (m, 2H), 7.57 (s, 2H), 7.45-7.39 (m, 2H), 7.36 (dd, J=7.8, 1.7, 1H), 6.89 (s, 1H), 1.02 (s, 9H).

Sources & evidence

ORD record
ord-e0c44c8000bc4bbca5e9b65973a081ad
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

Loading…