HCID 47350562, compound → HCID 77844257, compound

HRID 1523800Notes

Reaction equation

HRID 1523800 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]([CH:40]2[CH2:42][CH2:41]2)[CH2:36][CH2:35]1)(=[O:33])=[O:32]>>[CH:40]1([N:37]2[CH2:36][CH2:35][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])[CH2:39][CH2:38]2)[CH2:42][CH2:41]1

Participants

3

Reactant 2

HCID 47350562HCID 47350562, compoundHCID 903122765-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)-pyrazin-2-amine

Product 1

HCID 77844257HCID 77844257, 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 1-((2-bromophenyl)sulfonyl)-4-cyclopropylpiperazine. MS (ESI): mass calcd. for C23H24FN5O2S, 453.16; m/z found, 454.1 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.40 (s, 1H), 8.18-8.12 (m, 2H), 7.97 (m, 1H), 7.79-7.74 (m, 1H), 7.68-7.63 (m, 1H), 7.49-7.46 (m, 1H), 7.34-7.30 (m, 2H), 3.28-2.98 (d, J=1.6, 8H), 2.82-2.75 (m, 1H), 0.96-0.85 (m, 4H).

Sources & evidence

ORD record
ord-6c81f9fdee1e4c55a97b2c9f656f29be
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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