1-Bromo-4-fluorobenzene → HCID 117839600, compound

HRID 1477650Notes

Reaction equation

HRID 1477650 reaction equation
[CH2:1]([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][NH:12][CH2:13]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1.CC(C)([O-])C.[Na+]>>[CH2:1]([N:8]1[CH2:9][CH:10]2[CH:14]([CH2:13][N:12]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[CH2:11]2)[CH2:15]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 99931-Bromo-4-fluorobenzeneHCID 44543872-Benzyloctahydropyrrolo[3,4-c]pyrroleHCID 23676156Sodium t-butoxide

Product 1

HCID 117839600HCID 117839600, compoundYield 71%

Procedure

2-Benzyloctahydropyrrolo[3,4-c]pyrrole (50.0 mg, 0.247 mmol), 1-bromo-4-fluorobenzene (33.0 μL, 0.303 mmol), and sodium tert-butoxide (144 mg, 1.50 mmol) were used to obtain the title compound (52.0 mg, yield 70%) by synthesis in a similar manner to Reference Synthesis Example 23.

Sources & evidence

ORD record
ord-e50e686dc1d147e8ab5c6397f7643ac6
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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