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Trifluoroacetic acid → 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid carbamoylmethyl-amide

HRID 446940
ノート
印刷プレビュー

反応式

HRID 446940 の反応式
[C:1]([CH2:3][NH:4][C:5]([C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([CH:16]3[CH2:18][CH2:17]3)[N:14]=2)[N:9](COCC[Si](C)(C)C)[CH:8]=1)=[O:6])#[N:2].FC(F)(F)C(O)=[O:30]>C(Cl)Cl>[C:1]([CH2:3][NH:4][C:5]([C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([CH:16]3[CH2:18][CH2:17]3)[N:14]=2)[NH:9][CH:8]=1)=[O:6])(=[O:30])[NH2:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 866576262-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid cyanomethyl-amide

生成物 1

HCID 533897902-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid carbamoylmethyl-amide収率 77%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid cyanomethyl-amide (0.19 g, 0.50 mmol) in CH2Cl2 (6 mL) was added trifluoroacetic acid (1.0 mL). The reaction mixture was stirred at room temperature overnight then concentrated. The residue was dissolved in MeOH (10 mL) and H2O (2 mL) and Et3N (2 mL) were added. The reaction mixture was stirred at room temperature overnight then concentrated. The residue was triturated with EtOH to afford 0.093 g (77%) of 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid carbamoylmethyl-amide as a light yellow solid. MS: (M+H)+=260; mp=215.0-220.0.

後処理

  1. concentrationthen concentrated
  2. dissolutionThe residue was dissolved in MeOH (10 mL)
  3. additionH2O (2 mL) and Et3N (2 mL) were added
  4. stirringThe reaction mixture was stirred at room temperature overnight
  5. concentrationthen concentrated
  6. customThe residue was triturated with EtOH

出典と根拠

ORDレコード
ord-cfe51aadd27a40c0bc2b7baee2d6f0ec
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08481541B2

反応ノート

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