3-Bromoanisole → HCID 57934104, compound

HRID 1950107Notes

Reaction equation

HRID 1950107 reaction equation
[N+](C1C=CC=CC=1C1CCNC1)([O-])=O.BrC1C=C(OC)C=CC=1.[CH3:24][O:25][C:26]1[CH:27]=[C:28]([N:32]2[CH2:36][CH2:35][CH:34]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[N+:43]([O-])=O)[CH2:33]2)[CH:29]=[CH:30][CH:31]=1>>[CH3:24][O:25][C:26]1[CH:27]=[C:28]([N:32]2[CH2:36][CH2:35][CH:34]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[NH2:43])[CH2:33]2)[CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 3

HCID 169713-BromoanisoleHCID 23087226HCID 23087226, compoundHCID 23087428HCID 23087428, compound

Product 1

HCID 57934104HCID 57934104, compoundYield 99.3%

Procedure

Synthesized from 1-bromo-2-nitrobenzene according to an analogous synthetic method to Preparation Example 103, 1-benzyl-3-(2-nitrophenyl)pyrrolidine (1.0 g) was used according to an analogous synthetic method to Preparation Example 104 to provide 3-(2-nitrophenyl)pyrrolidine (184 mg). Synthesized from 3-(2-nitrophenyl)pyrrolidine and 3-bromoanisole according to an analogous synthetic method to Example 116 described below, 1-(3-methoxyphenyl)-3-(2-nitrophenyl)pyrrolidine (141 mg) was used according to an analogous synthetic method to Example 22 to provide the title compound (126 mg).

Sources & evidence

ORD record
ord-6343f4dd26b34eca8da8733bf32db1a3
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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