Hydrochloric Acid → 2-((R)-3-(3,5-difluorophenyl)-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)-N-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-yl)acetamide

HRID 1615785노트

반응식

HRID 1615785 반응식
[F:1][C:2]1[CH:3]=[C:4]([C@H:9]2[N:14]([CH2:15][C:16](=[O:36])[NH:17][C:18]3[CH:19]=[C:20]4[CH2:35][C:25]5([C:33]6[C:28](=[N:29][CH:30]=[CH:31][CH:32]=6)[NH:27][C:26]5=[O:34])[CH2:24][C:21]4=[N:22][CH:23]=3)[C:13](=[O:37])[C:12]3([CH2:43][O:42][CH2:41][CH2:40][O:39][CH2:38]3)[N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl>>[F:8][C:6]1[CH:5]=[C:4]([C@H:9]2[N:14]([CH2:15][C:16]([NH:17][C:18]3[CH:19]=[C:20]4[CH2:35][C:25]5([C:33]6[C:28](=[N:29][CH:30]=[CH:31][CH:32]=6)[NH:27][C:26]5=[O:34])[CH2:24][C:21]4=[N:22][CH:23]=3)=[O:36])[C:13](=[O:37])[C:12]3([CH2:38][O:39][CH2:40][CH2:41][O:42][CH2:43]3)[NH:11][CH2:10]2)[CH:3]=[C:2]([F:1])[CH:7]=1

참가 물질

3

반응물 2

HCID 313Hydrochloric AcidHCID 68154406(3R)-tert-butyl 3-(3,5-difluorophenyl)-5-oxo-4-(2-oxo-2-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-ylamino)ethyl)-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate

생성물 1

HCID 498427212-((R)-3-(3,5-difluorophenyl)-5-oxo-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)-N-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-yl)acetamide

반응 조건

온도
50 °C

실험 절차

0.18 g (0.26 mmol) (3R)-tert-butyl 3-(3,5-difluorophenyl)-5-oxo-4-(2-oxo-2-(2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3′-pyrrolo[2,3-b]pyridin]-3-ylamino)ethyl)-8,11-dioxa-1,4-diazaspiro[5.6]dodecane-1-carboxylate were combined with 30 ml of a 1N methanolic hydrochloric acid solution and stirred for 1 h at 50° C. The reaction mixture was concentrated by rotary evaporation and purified by HPLC. The product fractions were evaporated down, neutralised with sodium hydrogen carbonate and the aqueous phase was extracted with DCM. The organic phase was concentrated by rotary evaporation. The residue was triturated with diethyl ether, suction filtered, washed with diethyl ether and dried.

후처리

  1. concentrationThe reaction mixture was concentrated by rotary evaporation
  2. custompurified by HPLC
  3. customThe product fractions were evaporated down
  4. extractionthe aqueous phase was extracted with DCM
  5. concentrationThe organic phase was concentrated by rotary evaporation
  6. customThe residue was triturated with diethyl ether, suction
  7. filtrationfiltered
  8. washwashed with diethyl ether
  9. customdried

출처 및 근거

ORD 기록
ord-7acb8a9817404df294b47252eae744f4
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765763B2

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