Hydrochloric Acid → HCID 59843201, 화합물

HRID 2196497

반응식

HRID 2196497 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:20])[C:10]([O:12]N1C(=O)CCC1=O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26]1[N:30]([C:31]2[CH:32]=[C:33]([CH2:36][NH2:37])[S:34][CH:35]=2)[N:29]=[C:28]([C:38]([F:41])([F:40])[F:39])[CH:27]=1.CCN(CC)CC.Cl>C(Cl)Cl.CN(C=O)C>[O:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26]1[N:30]([C:31]2[CH:32]=[C:33]([CH2:36][NH:37][C:10](=[O:12])[C@@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH3:20])[S:34][CH:35]=2)[N:29]=[C:28]([C:38]([F:40])([F:41])[F:39])[CH:27]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 11011585Boc-Ala-OSuHCID 59843286(4-(5-(furan-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)thiophen-2-yl)methanamine

생성물 1

HCID 59843201HCID 59843201, 화합물수율 49%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회

실험 절차

(S)-2,5-Dioxopyrrolidin-1-yl 2-(tert-butoxycarbonylamino)propanoate (130 mg, 0.45 mmol) was added to amine 5 (110 mg, 0.35 mmol) and Et3N (94.4 mg, 130 μL, 0.93 mmol) in DCM (2 mL) and DMF (0.2 mL) and the mixture was stirred at room temperature for 36 h. DCM was added followed by 1N HCl and the organic layer was separated and washed with H2O, then with saturated NaHCO3, dried over MgSO4, filtered and concentrated. The crude material was purified by chromatography (Biotage, 25+S column) eluting with 0-50% EtOAc/hexanes. Compound 6 was obtained in 49% yield as a white solid. LRMS (ESI): calc. 484.5; found 507.1 (MNa)+.

후처리

  1. customthe organic layer was separated
  2. washwashed with H2O
  3. dry with materialwith saturated NaHCO3, dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude material was purified by chromatography (Biotage, 25+S column)
  7. washeluting with 0-50% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-7324f87f93a8403c9c040e9e6e16a035
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338437B2

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