4-Bromo-1H-pyrazole-3-carbonitrile → HCID 178510697, compound

HRID 888598Notes

Reaction equation

HRID 888598 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]3[CH:19]=[CH:18][C:17](B4OC(C)(C)C(C)(C)O4)=[CH:16][CH:15]=3)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Br[C:30]1[C:31]([C:35]#[N:36])=[N:32][NH:33][CH:34]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]3[CH:15]=[CH:16][C:17]([C:30]4[C:31]([C:35]#[N:36])=[N:32][NH:33][CH:34]=4)=[CH:18][CH:19]=3)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27356234-Bromo-1H-pyrazole-3-carbonitrileHCID 593319654-(4-Chlorophenyl)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperidine

Product 1

HCID 178510697HCID 178510697, compound

Procedure

Following the procedure of Example 1 but using 4-(4-Chloro-phenyl)-4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperidine instead of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and 4-bromo-1H-pyrazole-3-carbonitrile instead of 2-(4-chlorophenyl)-2-phenylethylamine hydrochloride gave the title compound. LC/MS: (PS-A2) Rt 2.22 [M+H]+ 363. 1H NMR (Me-d3-OD) δ 2.52-2.70 (4H, m), 3.10-3.20 (4H, m), 7.25 (4H, s), 7.37 (2H, d), 7.58 (2H, d), 8.02 (1H, s).

Sources & evidence

ORD record
ord-042a905c510f43f788f94729a683af5f
Source dataset
uspto-grants-2012_08
Patent number
US08247576B2

Reaction notes

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