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 2279552ノート

反応式

HRID 2279552 の反応式
[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

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-502fa53609a34ee5bd225cdc3ebe6b47
出典データセット
uspto-grants-2015_09
特許番号
US09133187B2

反応ノート

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