Cis-2-boc-hexahydropyrrolo[3,4-C]pyrrole → HCID 58464847, compound

HRID 1185388Notes

Reaction equation

HRID 1185388 reaction equation
Cl[C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH2:11]1[C@@H:15]2[CH2:16][NH:17][CH2:18][C@@H:14]2[CH2:13][N:12]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>>[CH3:7][N:6]1[C:2]([N:17]2[CH2:16][C@@H:15]3[CH2:11][N:12]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:13][C@@H:14]3[CH2:18]2)=[C:3]([N+:8]([O-:10])=[O:9])[CH:4]=[N:5]1

Participants

3

Reactant 2

HCID 1514452Cis-2-boc-hexahydropyrrolo[3,4-C]pyrroleHCID 123448365-chloro-1-methyl-4-nitro-1H-pyrazole

Product 1

HCID 58464847HCID 58464847, compoundYield 86%

Procedure

Reaction of 5-chloro-1-methyl-4-nitro-1H-pyrazole and (3aR,6aS)-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate gave (3aR,6aS)-tert-butyl 5-(1-methyl-4-nitro-1H-pyrazol-5-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate as a yellow oil (0.36 g, 86%). 1H NMR (400 MHz, CDCl3) δ 8.05 (s, 1H), 3.75 (s, 3H), 3.73-3.55 (m, 4H), 3.42-3.33 (m, 2H), 3.17-3.04 (m, 4H), 1.48 (s, 9H)

Sources & evidence

ORD record
ord-c851f01b61c74e5985162d135d35247f
Source dataset
uspto-grants-2014_03
Patent number
US08669361B2

Reaction notes

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