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 1615785ノート

反応式

HRID 1615785 の反応式
[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

参加物

3

反応物 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

生成物 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

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7acb8a9817404df294b47252eae744f4
出典データセット
uspto-grants-2014_07
特許番号
US08765763B2

反応ノート

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