5-chloro-1-methyl-4-nitro-1H-pyrazole → HCID 86679972, compound

HRID 1915759Notes

Reaction equation

HRID 1915759 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[CH2:11]([C@@H:13]1[NH:18][CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:14]1)[CH3:12]>>[NH2:8][C:3]1[CH:4]=[N:5][N:6]([CH3:7])[C:2]=1[N:18]1[CH2:17][CH2:16][N:15]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH2:14][C@@H:13]1[CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazoleHCID 24820542tert-Butyl (3S)-3-ethylpiperazine-1-carboxylate

Product 1

HCID 86679972HCID 86679972, compound

Procedure

Following the procedure for Intermediate 10 starting from 5-chloro-1-methyl-4-nitro-1H-pyrazole from Example 1 and (S)-tert-butyl 3-ethylpiperazine-1-carboxylate gave (S)-tert-butyl 4-(4-amino-1-methyl-1H-pyrazol-5-yl)-3-ethylpiperazine-1-carboxylate as an orange gum (110 mg, 65% over two steps). LCMS (ES+) m/z 310 (M+1).

Sources & evidence

ORD record
ord-2ff3a665b1054fed85504f28d1078040
Source dataset
uspto-grants-2013_12
Patent number
US08614206B2

Reaction notes

Loading…