4-Fluorobicyclo[2.2.2]octan-1-amine → HCID 57634360, compound

HRID 2109496Notes

Reaction equation

HRID 2109496 reaction equation
[NH2:1][C:2]12[CH2:9][CH2:8][C:5]([F:10])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.Br[CH2:12][C:13]([N:15]1[CH2:19][C@@H:18]([F:20])[CH2:17][C@H:16]1[C:21]#[N:22])=[O:14]>>[F:10][C:5]12[CH2:8][CH2:9][C:2]([NH:1][CH2:12][C:13]([N:15]3[CH2:19][C@@H:18]([F:20])[CH2:17][C@H:16]3[C:21]#[N:22])=[O:14])([CH2:7][CH2:6]1)[CH2:3][CH2:4]2

Participants

3

Reactant 2

HCID 127651624-Fluorobicyclo[2.2.2]octan-1-amineHCID 21090395(2S,4S)-1-(2-bromoacetyl)-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57634360HCID 57634360, compoundYield 89.7%

Procedure

Using 4-amino-1-fluorobicyclo[2,2,2]octane (50.0 mg) and (2S,4S)-1-(2-bromoacetyl)-4-fluoropyrrolidine-2-carbonitrile (82.1 mg), the same procedure was followed as in Example 10 to obtain (2S,4S)-1-[[N-(4-fluorobicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (93.1 mg).

Sources & evidence

ORD record
ord-2ed0fa1b2e3b4d6a97085dbea969af1f
Source dataset
uspto-grants-2009_04
Patent number
US07514571B2

Reaction notes

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