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

反応式

[NH2:1][C:2]12[CH2:9][CH2:8][C:5]([C:10]([O:12][CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][O:14]3)=[O:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.Br[CH2:20][C:21]([N:23]1[CH2:27][CH2:26][CH2:25][C@H:24]1[C:28]#[N:29])=[O:22]>>[O:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH:13]1[O:12][C:10]([C:5]12[CH2:6][CH2:7][C:2]([NH:1][CH2:20][C:21]([N:23]3[CH2:27][CH2:26][CH2:25][C@H:24]3[C:28]#[N:29])=[O:22])([CH2:9][CH2:8]1)[CH2:3][CH2:4]2)=[O:11]

参加物

反応物 2

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

HCID 231496982-Tetrahydropyranyl 4-aminobicyclo[2,2,2]octane-1-carboxylate

生成物 1

HCID 59383148(2S)-1-[[N-[4-(2-tetrahydropyranyl)oxycarbonylbicyclo[2,2,2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile収率 67.8%

実験手順

Using 2-tetrahydropyranyl 4-aminobicyclo[2,2,2]octane-1-carboxylate (90.0 mg) and (2S)-1-(2-bromoacetyl)pyrrolidine-2-carbonitrile (70.0 mg), the same procedure was followed as in Example 1 to obtain (2S)-1-[[N-[4-(2-tetrahydropyranyl)oxycarbonylbicyclo[2,2,2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (85.2 mg).

出典と根拠

ORDレコード: ord-912ecc7e0af444399c58d71fd99c88ec
出典データセット: uspto-grants-2009_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07514571B2

反応ノート

読み込み中…