Trifluoroacetic acid → HCID 178493831, 화합물

HRID 339768노트

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HRID 339768 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 (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 room temperature. The reaction mixture was then concentrated under reduced pressure. The resulting residue was dissolved in CH2Cl2 and hexane and concentrated under reduced pressure. The material thus obtained was dissolved in MeOH and CH2Cl2 (250 mL, 1:1) and concentrated under reduced pressure. The resulting solids were dried overnight under vacuum with low heat to give N-(8-hydroxy-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)nicotinamide (17.3 g, 66%): 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); mass spectrum m/z 481 ((M+1)+).

후처리

  1. customprecooled with an ice bath
  2. temperaturewas cooled to room temperature
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. dissolutionThe resulting residue was dissolved in CH2Cl2
  5. concentrationhexane and concentrated under reduced pressure
  6. customThe material thus obtained
  7. concentrationCH2Cl2 (250 mL, 1:1) and concentrated under reduced pressure
  8. customThe resulting solids were dried overnight under vacuum
  9. temperaturewith low heat

출처 및 근거

ORD 기록
ord-09157085d659441296afeb5ec675274a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895549B2

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