(2S)-1-(2-bromoacetyl)pyrrolidine-2-carbonitrile → (2S)-1-[[N-(4-hydroxymethylbicyclo[2,2,2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrile

반응식

[NH2:1][C:2]12[CH2:9][CH2:8][C:5]([CH2:10][OH:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.Br[CH2:13][C:14]([N:16]1[CH2:20][CH2:19][CH2:18][C@H:17]1[C:21]#[N:22])=[O:15]>>[OH:11][CH2:10][C:5]12[CH2:8][CH2:9][C:2]([NH:1][CH2:13][C:14]([N:16]3[CH2:20][CH2:19][CH2:18][C@H:17]3[C:21]#[N:22])=[O:15])([CH2:3][CH2:4]1)[CH2:7][CH2:6]2

참가 물질

반응물 2

HCID 11031276(2S)-1-(2-bromoacetyl)pyrrolidine-2-carbonitrile

HCID 23152950{4-Aminobicyclo[2.2.2]octan-1-yl}methanol

생성물 1

HCID 57634357(2S)-1-[[N-(4-hydroxymethylbicyclo[2,2,2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrile수율 68.8%

실험 절차

Using 4-amino-1-hydroxymethylbicyclo[2,2,2]octane (50.5 mg) and (2S)-1-(2-bromoacetyl)pyrrolidine-2-carbonitrile (61.7 mg), the same procedure was followed as in Example 5 to obtain (2S)-1-[[N-(4-hydroxymethylbicyclo[2,2,2]oct-1-yl)amino]acetyl]pyrrolidine-2-carbonitrile (57.0 mg).

출처 및 근거

ORD 기록: ord-d0e3322c4057427fbd46d7333aa6cdd1
출처 데이터셋: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07514571B2

반응 노트

불러오는 중…