4-(Bromoacetyl)benzonitrile → (R)-ethyl 2-(1-(2-(4-cyanophenyl)-2-oxoethyl)piperidin-3-yl)acetate

HRID 1948490ノート

反応式

HRID 1948490 の反応式
Br[CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=[O:4].[NH:13]1[CH2:18][CH2:17][CH2:16][C@H:15]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:14]1>C1(C)C=CC=CC=1>[C:9]([C:8]1[CH:11]=[CH:12][C:5]([C:3](=[O:4])[CH2:2][N:13]2[CH2:18][CH2:17][CH2:16][C@H:15]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:14]2)=[CH:6][CH:7]=1)#[N:10]

参加物

4

反応物 2

HCID 986544-(Bromoacetyl)benzonitrileHCID 7161133ethyl 2-[(3R)-piperidin-3-yl]acetate

生成物 1

HCID 58374115(R)-ethyl 2-(1-(2-(4-cyanophenyl)-2-oxoethyl)piperidin-3-yl)acetate収率 68.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a mixture of 4-(2-bromoacetyl)benzonitrile (5.5g, 24.55 mmol) in toluene was added (R)-ethyl 2-(piperidin-3-yl)acetate (4 g, 23.36 mmol). The reaction mixture was stirred for 4 days at room temperature and then stirred from one day at 50° C. Solvents were removed in vacuo. The resulting solids were triturated with EtOAc. The solid material was filtered and washed with EtOAc. The solid material was collected and dried to yield 5 g of (R)-ethyl 2-(1-(2-(4-cyanophenyl)-2-oxoethyl)piperidin-3-yl)acetate. MS (M+1)=314. HPLC Peak RT=0.77 minutes.

後処理

  1. stirringstirred from one day at 50° C
  2. customSolvents were removed in vacuo
  3. customThe resulting solids were triturated with EtOAc
  4. filtrationThe solid material was filtered
  5. washwashed with EtOAc
  6. customThe solid material was collected
  7. customdried

出典と根拠

ORDレコード
ord-8dce0bb7f8e54713a7240acfeed0ccf8
出典データセット
uspto-grants-2013_03
特許番号
US08399451B2

反応ノート

読み込み中…