5-chloro-1-methyl-4-nitro-1H-pyrazole → HCID 67438373, compound

HRID 1185406Notes

Reaction equation

HRID 1185406 reaction equation
C(O[C:9]([NH:11][C@H:12]1[CH2:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:14][CH2:13]1)=O)C1C=CC=CC=1.Cl[C:27]1[N:31](C)[N:30]=[CH:29][C:28]=1[N+:33]([O-:35])=[O:34]>>[CH3:29][N:30]1[C:9]([NH:11][C@H:12]2[CH2:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])[CH2:14][CH2:13]2)=[C:28]([N+:33]([O-:35])=[O:34])[CH:27]=[N:31]1

Participants

3

Reactant 2

HCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazoleHCID 67439346HCID 67439346, compound

Product 1

HCID 67438373HCID 67438373, compoundYield 49%

Procedure

Following the procedure for Example 332 starting with (S)-tert-butyl 4-(benzyloxycarbonylamino)azepane-1-carboxylate and 5-chloro-1-methyl-4-nitro-1H-pyrazole gave (S)-tert-butyl 4-(1-methyl-4-nitro-1H-pyrazol-5-ylamino)azepane-1-carboxylate as a yellow viscous oil (103 mg, 49%). 1H NMR (400 MHz, CDCl3) δ 7.90 (s, 1H), 6.60-6.50 (m, 1H), 3.80 (s, 3H), 3.79-3.67 (m 1H), 3.60-3.52 (m, 1H), 3.49-3.44 (m, 1H), 3.44-3.22 (m, 2H), 2.25-2.10 (m, 1H), 2.05-1.62 (m, 5H), 1.48 (s, 9H)

Sources & evidence

ORD record
ord-9b62f20706d94fc3ac0847f0adcda94a
Source dataset
uspto-grants-2014_03
Patent number
US08669361B2

Reaction notes

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