Trifluoroacetic acid → HCID 178493831, 화합물

HRID 536217노트

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HRID 536217 반응식
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[C:13]3[N:14]([CH2:30][CH2:31][N:32]=3)[C:15]([NH:21][C:22](=[O:29])[C:23]3[CH:28]=[CH:27][CH:26]=[N:25][CH:24]=3)=[N:16][C:17]=2[C:18]=1[O:19][CH3:20])C1C=CC=CC=1.C(O)(C(F)(F)F)=O>CO>[OH:8][C:9]1[CH:10]=[CH:11][C:12]2[C:13]3[N:14]([CH2:30][CH2:31][N:32]=3)[C:15]([NH:21][C:22](=[O:29])[C:23]3[CH:28]=[CH:27][CH:26]=[N:25][CH:24]=3)=[N:16][C:17]=2[C:18]=1[O:19][CH3:20]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 178493819HCID 178493819, 화합물

생성물 1

HCID 178493831HCID 178493831, 화합물수율 113.7%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

N-[8-(Benzyloxy)-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl]nicotinamide (Step 1, 20 g, 45.1 mmol) was added portionwise over 1 h to a round bottom flask containing TFA (400 mL) precooled with an ice bath. The reaction mixture was heated to 60° C. and allowed to stir at this temperature for 17 h at which time it was cooled to ambient. The reaction mixture was then concentrated under reduced pressure. The resulting residue was taken up in DCM and hexane and concentrated under reduced pressure. The material thus obtained was dissolved in MeOH and DCM (250 mL, 1:1) and concentrated under reduced pressure. The resulting solids were dried overnight under vacuum with low heat to give the title compound (17.3 g, 66%): HPLC MS RT=1.09 min, MH+=481.2; 1H NMR (DMSO-d6+2 drops TFA-d) δ: 13.41 (1H, s), 12.21 (1H, br s), 9.38 (1H, s), 8.78 (1H, d), 8.53 (1H, d), 7.85 (1H, d), 7.59 (1H, m), 7.17 (1H, d), 4.54 (2H, m), 4.21 (2H, m), 3.98 (3H, s).

후처리

  1. customprecooled with an ice bath
  2. temperaturewas cooled
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. concentrationhexane and concentrated under reduced pressure
  5. customThe material thus obtained
  6. concentrationDCM (250 mL, 1:1) and concentrated under reduced pressure
  7. customThe resulting solids were dried overnight under vacuum
  8. temperaturewith low heat

출처 및 근거

ORD 기록
ord-89761e275ca84a6d8a1322dbf77d4bd5
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859572B2

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