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

HRID 446940
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HRID 446940 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cfe51aadd27a40c0bc2b7baee2d6f0ec
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08481541B2

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