Trifluoroacetic acid → HCID 178493836、化合物

HRID 536215ノート

反応式

HRID 536215 の反応式
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[C:13]3[N:14]([CH2:22][CH2:23][N:24]=3)[C:15]([NH2:21])=[N:16][C:17]=2[C:18]=1[O:19][CH3:20])C1C=CC=CC=1.[C:25]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:26]>CO>[F:28][C:27]([F:30])([F:29])[C:25]([OH:31])=[O:26].[F:28][C:27]([F:30])([F:29])[C:25]([OH:31])=[O:26].[NH2:21][C:15]1[N:14]2[CH2:22][CH2:23][N:24]=[C:13]2[C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[C:18]([O:19][CH3:20])[C:17]=2[N:16]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 1784938207-methoxy-8-phenylmethoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine

生成物 1

HCID 178493836HCID 178493836、化合物収率 100%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

3-(Benzyloxy)-6-(4,5-dihydro-1H-imidazol-2-yl)-2-methoxyaniline (Step 7, 30 g, 93 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 rt and the reaction mixture concentrated under reduced pressure. The resulting residue was taken up in DCM and hexanes 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 solid was dried overnight under vacuum with low heat to give the title compound (100%): 1H NMR (DMSO-d6) δ: 7.61 (1H, m), 6.87 (1H, m), 4.15 (2H, br t), 4.00 (2H, m), 3.64 (3H, s).

後処理

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

出典と根拠

ORDレコード
ord-95b3caaf46d14070b18d160e80b9664e
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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