6-(Piperidin-1-yl)pyrazine-2-carboxylic acid → HCID 178522719, 화합물

HRID 414455노트

반응식

HRID 414455 반응식
[N:1]1([C:7]2[N:12]=[C:11]([C:13]([OH:15])=O)[CH:10]=[N:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:16][C:17]1[NH:21][N:20]=[N:19][N:18]=1>O1CCCC1.C(N(CC)CC)C.C(Cl)(=O)C(C)(C)C>[N:1]1([C:7]2[N:12]=[C:11]([C:13]([NH:16][C:17]3[NH:21][N:20]=[N:19][N:18]=3)=[O:15])[CH:10]=[N:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 2

HCID 12825406-(Piperidin-1-yl)pyrazine-2-carboxylic acidHCID 178509299HCID 178509299, 화합물

생성물 1

HCID 178522719HCID 178522719, 화합물

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매HCID 62493Pivaloyl chloride용매

실험 절차

To a suspension fo 1.28 g of 6-(1-piperidinyl) pyrazine-2-carboxylic acid in 18 ml of tetrahydrofuran, 0.95 ml of triethylamine and 0.84 ml of pivaloyl chloride were added dropwise successively at 0 ° C. under stirring. After stirring for 1 hour at 0 ° C., 0.58 g of 5-amino-1H-tetrazole was added to the mixture, and the reaction mixture was stirred for 30 minutes at room temperature, and then refluxed for 12 hours. The reaction mixture was evaporated, and water was added to the residue. The precipitate was collected by filtration, and recrystalized from a mixture of dimethylsulfoxide and methanol affording 0.55 g of the desired compound as yellow columns. The obtained crystal was consistent with that of (a).

후처리

  1. additionwere added dropwise successively at 0 ° C.
  2. stirringAfter stirring for 1 hour at 0 ° C.
  3. stirringthe reaction mixture was stirred for 30 minutes at room temperature
  4. temperaturerefluxed for 12 hours
  5. customThe reaction mixture was evaporated
  6. additionwater was added to the residue
  7. filtrationThe precipitate was collected by filtration
  8. customrecrystalized from a mixture of dimethylsulfoxide and methanol affording 0.55 g of the desired compound as yellow columns

출처 및 근거

ORD 기록
ord-ae69f077e70c41669af0d3b2dac91c0e
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04792547

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