Triphenylphosphine → 9-benzyloxy-6-(2-bromobenzyl)-2-isopropyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione

HRID 2169239ノート

反応式

HRID 2169239 の反応式
O[CH2:2][CH2:3][N:4]([CH:30]([CH3:32])[CH3:31])[C:5]([C:7]1[C:12]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:11]([OH:21])[N:10]=[C:9]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Br:29])[N:8]=1)=[O:6].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>ClCCl>[CH2:14]([O:13][C:12]1[C:11](=[O:21])[N:10]=[C:9]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[Br:29])[N:8]2[CH2:2][CH2:3][N:4]([CH:30]([CH3:32])[CH3:31])[C:5](=[O:6])[C:7]=12)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

5

反応物 3

HCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 178457447HCID 178457447、化合物

生成物 1

HCID 867258609-benzyloxy-6-(2-bromobenzyl)-2-isopropyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione収率 29%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 5-benzyloxy-2-(2-bromobenzyl)-6-hydroxypyrimidine-4-carboxylic acid (2-hydroxyethyl)-isopropylamide (151) (400 mg, 0.8 mmol) in dichloromethane (10 mL) was added triphenyl phosphine (310.55 mg, 1.18 mmol) at room temperature. The mixture was stirred for 10 min. Then DEAD (0.186 mL, 1.18 mmol) was added at room temperature and the mixture was stirred for another 2 h. After completion of the reaction, the mixture was concentrated under reduced pressure to get a crude product, which was purified using a normal silica column using 2% methanol in dichloromethane to afford 9-benzyloxy-6-(2-bromobenzyl)-2-isopropyl-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione (169) (112 mg, 29%) as a white solid.

後処理

  1. stirringthe mixture was stirred for another 2 h
  2. customAfter completion of the reaction
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customto get a crude product, which
  5. customwas purified

出典と根拠

ORDレコード
ord-20928364bd284e1392c60eb837af8757
出典データセット
uspto-grants-2015_06
特許番号
US09045486B2

反応ノート

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