Dimethylamine → HCID 178437759、化合物

HRID 241076

反応式

HRID 241076 の反応式
[CH3:1][NH:2][CH3:3].Cl[CH:5]([C:7]1[N:16]=[C:15]([OH:17])[C:14]2[CH2:13][C:12]([CH3:19])([CH3:18])[CH2:11][CH2:10][C:9]=2[N:8]=1)[CH3:6].ClC(C)C#N>>[CH3:1][N:2]([CH3:3])[CH:5]([C:7]1[N:16]=[C:15]([OH:17])[C:14]2[CH2:13][C:12]([CH3:19])([CH3:18])[CH2:11][CH2:10][C:9]=2[N:8]=1)[CH3:6]

参加物

4

反応物 3

HCID 674DimethylamineHCID 5192252-ChloropropionitrileHCID 178456123HCID 178456123、化合物

生成物 1

HCID 178437759HCID 178437759、化合物収率 96%

反応条件

温度
80 °C

実験手順

To a solution of dimethylamine (2M solution in tetrahydrofuran, 4.0 mL, 8.0 mmol) was added 2-(1-chloroethyl)-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol (synthesized according to the method of reagent preparation 18 using 2-chloropropionitrile in step 1) (50 mg, 0.21 mmol) and the reaction mixture was stirred in a sealed tube for 16 hours at 80° C. After cooling to room temperature the reaction mixture was concentrated and the residue was partitioned between brine (50 mL) and ethyl acetate (50 mL). The organic layer was separated and washed with brine (20 mL), dried over sodium sulfate, filtered and concentrated to give 2-[1-(dimethylamino)ethyl]-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol (50 mg, 96%). MS (EI) for C14H23N3O: 250 (MH+).

後処理

  1. customsynthesized
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. concentrationwas concentrated
  4. customthe residue was partitioned between brine (50 mL) and ethyl acetate (50 mL)
  5. customThe organic layer was separated
  6. washwashed with brine (20 mL)
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-324e2d1ff11845368ba33ed05f09b953
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

関連ノート

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