5-bromo-1-methyl-4-nitro-1H-pyrazole → 4-(1-methyl-4-nitro-1H-pyrazol-5-yl)-1,4-oxazepan-5-one

HRID 1915806Notes

Reaction equation

HRID 1915806 reaction equation
Br[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[O:11]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14][CH2:13][CH2:12]1>>[CH3:7][N:6]1[C:2]([N:14]2[C:15](=[O:18])[CH2:16][CH2:17][O:11][CH2:12][CH2:13]2)=[C:3]([N+:8]([O-:10])=[O:9])[CH:4]=[N:5]1

Participants

3

Reactant 2

HCID 12795875-bromo-1-methyl-4-nitro-1H-pyrazoleHCID 70230201,4-Oxazepan-5-one

Product 1

HCID 866800144-(1-methyl-4-nitro-1H-pyrazol-5-yl)-1,4-oxazepan-5-oneYield 13%

Procedure

Following the procedure for Intermediate 202 starting from 5-bromo-1-methyl-4-nitro-1H-pyrazole and 1,4-oxazepan-5-one gave 4-(1-methyl-4-nitro-1H-pyrazol-5-yl)-1,4-oxazepan-5-one as an orange solid (40 mg, 13%). 1H NMR (400 MHz, CDCl3) δ 8.11 (s, 1H), 4.18 (dd, J=13.3, 6.4 Hz, 1H), 4.12-3.99 (m, 2H), 3.96-3.82 (m, 2H), 3.77 (s, 3H), 3.64 (dd, J=15.7, 6.4 Hz, 1H), 3.08 (ddd, J=15.6, 8.5, 2.1 Hz, 1H), 2.94 (ddd, J=15.6, 7.5, 1.8 Hz, 1H).

Sources & evidence

ORD record
ord-52641a7233fd46899b350a8b1f8c2581
Source dataset
uspto-grants-2013_12
Patent number
US08614206B2

Reaction notes

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