Ammonia → 1H-benzo[d]imidazol-2-ylsulfonyl-2-piperidinecarboxamide

HRID 397653노트

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HRID 397653 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10]([N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[C:19]([OH:21])=O)(=[O:12])=[O:11].C([N:24](CC)CC)C.ClC(OCC)=O.N>O1CCCC1>[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[S:10]([N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]1[C:19]([NH2:24])=[O:21])(=[O:11])=[O:12]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 230007441-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidinecarboxylic acid

생성물 1

HCID 230006771H-benzo[d]imidazol-2-ylsulfonyl-2-piperidinecarboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-20 °C

실험 절차

1-(1H-Benzo[d]imidazol-2-ylsulfonyl)-2-piperidinecarboxylic acid (17.5 g) [see Preparation 16] was dissolved in tetrahydrofuran (180 ml) and cooled to −20° C. Triethylamine (10.2 ml) was added to the mixture followed by ethyl chloroformate (5.4 ml). The reaction mixture was stirred for 1 hour at −20° C. and 0.88 aqueous ammonia solution (25 ml) was added. The mixture was then stirred for a further 2 hours at room temperature. The organic solvent was removed under reduced pressure and ethyl acetate added. The organic layer was separated, washed with water, dried over magnesium sulphate and the solvent removed under reduced pressure to afford 1-(1H-benzo[d]imidazol-2-ylsulfonyl)-2-piperidinecarboxamide (14.73 g).

후처리

  1. stirringThe mixture was then stirred for a further 2 hours at room temperature
  2. customThe organic solvent was removed under reduced pressure and ethyl acetate
  3. additionadded
  4. customThe organic layer was separated
  5. washwashed with water
  6. dry with materialdried over magnesium sulphate
  7. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-e011619fff344d58b0bd4504e7c11e76
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610707B1

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