Dichloromethane → Isopropyl 4-(6-bromobenzo[d]oxazol-2-yl)piperidine-1-carboxylate

HRID 710079ノート

反応式

HRID 710079 の反応式
[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)[O:8][C:4]=2[CH:3]=1.C(Cl)Cl.C(Cl)Cl.[OH2:23]>>[Br:1][C:2]1[CH:16]=[CH:15][C:5]2[N:6]=[C:7]([CH:9]3[CH2:10][CH2:11][N:12]([C:7]([O:8][CH:4]([CH3:5])[CH3:3])=[O:23])[CH2:13][CH2:14]3)[O:8][C:4]=2[CH:3]=1

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 21908982Water methylene chlorideHCID 71089609HCID 71089609、化合物

生成物 1

HCID 71089544Isopropyl 4-(6-bromobenzo[d]oxazol-2-yl)piperidine-1-carboxylate

反応条件

温度
0 °C

実験手順

Intermediate 9 (1.3 g, 4.4 mmol) was dissolved in DCM (50 mol) and added TEA (1.22 ml, 8.8 mmol). Reaction mixture cooled to 0° C., isopropylchloro formate (2.6 ml, 6.6 mmol) was added and stirred the reaction mixture for 3 h at rt. Work up (DCM/H2O) followed by purification on combiflash using gradient mixture of EtOAc and Petether (15:85) as eluent afforded the titled compound (510 mg) as a brown viscous liquid.

後処理

  1. customReaction mixture
  2. customfollowed by purification on combiflash
  3. additionmixture of EtOAc and Petether (15:85) as eluent

出典と根拠

ORDレコード
ord-66a420fd543543a1af99fe90f6afa131
出典データセット
uspto-grants-2015_11
特許番号
US09181214B2

反応ノート

読み込み中…