Hydrochloric Acid → N-((S)-((S)-5,5-dimethylpyrrolidin-2-yl)(2-fluoro-4-(trifluoromethyl)phenyl)methyl)-2-(tetrahydro-2H-pyran-4-ylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxamide

HRID 2279552노트

반응식

HRID 2279552 반응식
[F:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C@H:12]([NH:27][C:28]([N:30]1[CH2:39][CH2:38][C:37]2[CH:36]=[N:35][C:34]([NH:40][CH:41]3[CH2:46][CH2:45][O:44][CH2:43][CH2:42]3)=[N:33][C:32]=2[CH2:31]1)=[O:29])[C@H:13]1[N:17](C(OC(C)(C)C)=O)[C:16]([CH3:26])([CH3:25])[CH2:15][CH2:14]1.Cl.CC(O)C.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[CH3:25][C:16]1([CH3:26])[NH:17][C@H:13]([C@H:12]([C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:10])([F:9])[F:11])=[CH:7][C:2]=2[F:1])[NH:27][C:28]([N:30]2[CH2:39][CH2:38][C:37]3[CH:36]=[N:35][C:34]([NH:40][CH:41]4[CH2:42][CH2:43][O:44][CH2:45][CH2:46]4)=[N:33][C:32]=3[CH2:31]2)=[O:29])[CH2:14][CH2:15]1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 10340Sodium CarbonateHCID 86705539(S)-tert-butyl 5-((S)-(2-fluoro-4-(trifluoromethyl)phenyl)(2-(tetrahydro-2H-pyran-4-ylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)methyl)-2,2-dimethylpyrrolidine-1-carboxylate

생성물 1

HCID 86705540N-((S)-((S)-5,5-dimethylpyrrolidin-2-yl)(2-fluoro-4-(trifluoromethyl)phenyl)methyl)-2-(tetrahydro-2H-pyran-4-ylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 324 (0.380 g, 0.584 mmol) and DCM (5 mL). was added 6M HCl in IPA (0.973 mL, 5.84 mmol) and the reaction was stirred for 1 h and then poured into Na2CO3 and extracted with DCM. The combined organic extracts were dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with a DCM/MeOH gradient (500:40 to 500:50) to afford 0.210 g (65.3%) of I-86: MS m/z (APCI-pos) M+1=551.

후처리

  1. extractionextracted with DCM
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by SiO2 chromatography
  6. washeluting with a DCM/MeOH gradient (500:40 to 500:50)
  7. customto afford 0.210 g (65.3%) of I-86

출처 및 근거

ORD 기록
ord-502fa53609a34ee5bd225cdc3ebe6b47
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133187B2

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