Trifluoroacetic acid → HCID 178493831、化合物

HRID 536217ノート

反応式

HRID 536217 の反応式
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]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 178493819HCID 178493819、化合物

生成物 1

HCID 178493831HCID 178493831、化合物収率 113.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-89761e275ca84a6d8a1322dbf77d4bd5
出典データセット
uspto-grants-2014_10
特許番号
US08859572B2

反応ノート

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