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Hydrochloric Acid → HCID 178521318, 화합물

HRID 870590
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인쇄 미리보기

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HRID 870590 반응식
Cl.[CH2:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[NH:11][C:12]1[N:13]=[CH:14][C:15]2[CH2:21][N:20]([C:22](=[O:39])[CH2:23][N:24]([CH2:32][CH2:33][C:34]3[N:35]=[N:36][NH:37][CH:38]=3)C(=O)OC(C)(C)C)[CH2:19][CH2:18][C:16]=2[N:17]=1>ClCCl.CO>[CH2:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[NH:11][C:12]1[N:13]=[CH:14][C:15]2[CH2:21][N:20]([C:22](=[O:39])[CH2:23][NH:24][CH2:32][CH2:33][C:34]3[N:35]=[N:36][NH:37][CH:38]=3)[CH2:19][CH2:18][C:16]=2[N:17]=1
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 178453339HCID 178453339, 화합물

생성물 1

HCID 178521318HCID 178521318, 화합물수율 102.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

Add hydrogen chloride (1M in ethyl ether; 2.55 mL; 8 equiv; 2.55 mmoles) to a 0° C. solution of tert-butyl {2-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]-2-oxoethyl}[2-(1H-1,2,3-triazol-4-yl)ethyl]carbamate (0.165 g; 1.0 equiv; 0.318 mmoles) in dichloromethane (2 mL) and methanol (1 mL). After stirring for 1 hour at 0° C., concentrate the mixture. Redissolve the crude product in a 10:1 mixture of dichloromethane:methanol and wash with saturated sodium bicarbonate. Extract the aqueous layer with additional 10:1 mixtures of dichloromethane:methanol (4×). Dry the combined organic extracts over magnesium sulfate, filter, and concentrate to afford 1-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]-2-{[2-(1H-1,2,3-triazol-4-yl)ethyl]amino}ethanone (0.136 g; 102%) as a brown foam: MS (m/z): 419 (M+1).

후처리

  1. concentrationconcentrate the mixture
  2. dissolutionRedissolve the crude product
  3. additionin a 10:1 mixture of dichloromethane
  4. washmethanol and wash with saturated sodium bicarbonate
  5. extractionExtract the aqueous layer with additional 10:1 mixtures of dichloromethane
  6. dry with materialDry the combined organic extracts over magnesium sulfate
  7. filtrationfilter
  8. concentrationconcentrate

출처 및 근거

ORD 기록
ord-8663e2829e224704a19a0fcde14bc1ad
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08969555B2

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