Sodium Bicarbonate → (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

HRID 1615758노트

반응식

HRID 1615758 반응식
[C:1]([CH2:4][N:5]1[C:10](=[O:11])[C:9]2([CH2:17][O:16][CH2:15][CH2:14][O:13][CH2:12]2)[N:8]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:7][C@H:6]1[C:25]1[CH:30]=[C:29]([F:31])[CH:28]=[C:27]([F:32])[CH:26]=1)([OH:3])=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:57][C:58]1[CH:59]=[C:60]2[CH2:75][C:65]3([C:73]4[C:68](=[N:69][CH:70]=[CH:71][CH:72]=4)[NH:67][C:66]3=[O:74])[CH2:64][C:61]2=[N:62][CH:63]=1.C(=O)([O-])O.[Na+]>CN(C=O)C>[F:32][C:27]1[CH:26]=[C:25]([C@H:6]2[N:5]([CH2:4][C:1](=[O:3])[NH:57][C:58]3[CH:59]=[C:60]4[CH2:75][C:65]5([C:73]6[C:68](=[N:69][CH:70]=[CH:71][CH:72]=6)[NH:67][C:66]5=[O:74])[CH2:64][C:61]4=[N:62][CH:63]=3)[C:10](=[O:11])[C:9]3([CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17]3)[N:8]([C:18]([O:20][C:21]([CH3:24])([CH3:22])[CH3:23])=[O:19])[CH2:7]2)[CH:30]=[C:29]([F:31])[CH:28]=1

참가 물질

6

반응물 4

HCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 579740903-amino-5,7-dihydrospiro[cyclopenta-[b]pyridin-6.3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 68154191tert-butyl (R)-4-carboxymethyl-3-(3,5-difluoro-phenyl)-5-oxo-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate

생성물 1

HCID 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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

0.13 g (0.28 mmol) tert-butyl (R)-4-carboxymethyl-3-(3,5-difluoro-phenyl)-5-oxo-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate in 2 ml DMF were combined with 0.11 g (0.29 mmol) HATU and 0.08 ml (0.60 mmol) TEA and stirred for 3 min at RT. Then 72 mg (0.28 mmol) 3-amino-5,7-dihydrospiro[cyclopenta-[b]pyridin-6.3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one were added and the mixture was stirred overnight at RT. The reaction mixture was poured onto saturated sodium hydrogen carbonate solution. The precipitate formed was suction filtered, washed with water and dried.

후처리

  1. stirringthe mixture was stirred overnight at RT
  2. customThe precipitate formed
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-6fbd4eac41c04364a55d76724c56b438
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765763B2

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