HCID 8406757, compound → HCID 90312884, compound

HRID 1523798Notes

Reaction equation

HRID 1523798 reaction equation
[F:1][C:2]1[CH:7]=[C:6](B2OC(C)(C)C(C)(C)O2)[CH:5]=[CH:4][C:3]=1[C:17]1[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=1.Br[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[S:31]([N:34]1[CH2:39][CH2:38][N:37]([C:40]([CH:42]2[CH2:44][CH2:43]2)=[O:41])[CH2:36][CH2:35]1)(=[O:33])=[O:32]>>[CH:42]1([C:40]([N:37]2[CH2:38][CH2:39][N:34]([S:31]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=3[C:6]3[CH:5]=[CH:4][C:3]([C:17]4[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=4)=[C:2]([F:1])[CH:7]=3)(=[O:33])=[O:32])[CH2:35][CH2:36]2)=[O:41])[CH2:43][CH2:44]1

Participants

3

Reactant 2

HCID 8406757HCID 8406757, compoundHCID 903122765-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-pyrazin-2-amine

Product 1

HCID 90312884HCID 90312884, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 448 using 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-pyrazin-2-amine and (4-((2-bromophenyl)sulfonyl)piperazin-1-yl)(cyclopropyl)-methanone. MS (ESI): mass calcd. for C24H24FN5O3S, 481.16; m/z found, 482.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.63-8.59 (m, 1H), 8.16-8.10 (m, 2H), 8.00 (m, 1H), 7.67-7.62 (m, 1H), 7.58-7.53 (m, 1H), 7.39-7.36 (m, 1H), 7.32-7.30 (m, 1H), 7.28 (s, 1H), 4.76 (s, 2H), 3.48 (s, 4H), 2.94-2.82 (m, 4H), 1.63-1.54 (m, 1H), 0.97-0.89 (m, 2H), 0.79-0.70 (m, 2H).

Sources & evidence

ORD record
ord-500d1354c5e1421f98e5ef879a462a6c
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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