Diisopropylethylamine → 4-(6-Cyclopropyl-pyridine-2-carbonyl)-2,2-dimethyl-piperazine-1-carboxylic acid benzyl ester

HRID 334017ノート

反応式

HRID 334017 の反応式
[CH:1]1([C:4]2[N:9]=[C:8]([C:10]([OH:12])=O)[CH:7]=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.FC(F)(F)C(O)=O.[CH2:51]([O:58][C:59]([N:61]1[CH2:66][CH2:65][NH:64][CH2:63][C:62]1([CH3:68])[CH3:67])=[O:60])[C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1>CN(C=O)C.O>[CH2:51]([O:58][C:59]([N:61]1[CH2:66][CH2:65][N:64]([C:10]([C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([CH:1]3[CH2:2][CH2:3]3)[N:9]=2)=[O:12])[CH2:63][C:62]1([CH3:68])[CH3:67])=[O:60])[C:52]1[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 824151916-Cyclopropylpicolinic acidHCID 866882432,2-Dimethyl-piperazine-1-carboxylic acid benzyl ester trifluoroacetate

生成物 1

HCID 866882444-(6-Cyclopropyl-pyridine-2-carbonyl)-2,2-dimethyl-piperazine-1-carboxylic acid benzyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

200 mg (1.23 mmol) 6-cyclopropyl-pyridine-2-carboxylic acid was stirred with 450 mg (1.40 mmol) TBTU and 500 μL (2.91 mmol) DIPEA in 5.0 mL DMF at RT. After 10 min, 440 mg (1.23 mmol) 2,2-dimethyl-piperazine-1-carboxylic acid benzyl ester trifluoroacetate was added and the reaction mixture was stirred at RT over night. Water was added and the product was extracted with EtOAc. The organic layers were dried over sodium sulfate and concentrated in vacuo.

後処理

  1. extractionthe product was extracted with EtOAc
  2. dry with materialThe organic layers were dried over sodium sulfate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-92ce12ddab974b9ebbd9bffa03e183d8
出典データセット
uspto-grants-2014_11
特許番号
US08883789B2

反応ノート

読み込み中…