tert-Butanol → HCID 66623412、化合物

HRID 415019ノート

反応式

HRID 415019 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:16])[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1.Cl[C:18]1[C:27]2[C:22](=[CH:23][C:24]([O:32][CH3:33])=[C:25]([O:28]C(=O)C)[CH:26]=2)[N:21]=[CH:20][N:19]=1.CC(O)(C)C>ClCCCl>[Cl:1][C:2]1[CH:3]=[C:4]([NH:16][C:18]2[C:27]3[C:22](=[CH:23][C:24]([O:32][CH3:33])=[C:25]([OH:28])[CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1

参加物

5

反応物 3

HCID 6386tert-ButanolHCID 167812123-Chloro-4-(2-pyridylmethoxy)anilineHCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate

生成物 1

HCID 66623412HCID 66623412、化合物

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine (3.9 g, 16.62 mmol) and acetic acid 4-chloro-7-methoxy-quinazolin-6-yl ester (4.62 g, 18.28 mmol) were dissolved in a 1:1 mixture of DCE:t-BuOH (50 mL). The reaction mixture was refluxed for 19 hours and then cooled to room temp. Solvent was removed via rotovap. The crude residue was then suspended in MeOH (80 mL) and NH4OH (8 mL, 30% in water) was added to the mixture. Stir for 15 hours at room temp. The reaction was heated to 100° C. and stirred for 1 hour. Cool to 0° C. and product was isolated by filtration and washed with cold MeOH to give 5 g (12.2 mmol, 67% over two steps) of desired product.

後処理

  1. temperatureThe reaction mixture was refluxed for 19 hours
  2. customSolvent was removed via rotovap
  3. additionNH4OH (8 mL, 30% in water) was added to the mixture
  4. temperatureThe reaction was heated to 100° C.
  5. stirringstirred for 1 hour
  6. temperatureCool to 0° C.
  7. customproduct was isolated by filtration
  8. washwashed with cold MeOH

出典と根拠

ORDレコード
ord-191611df4d16471cb9904eadc4fb60c0
出典データセット
uspto-grants-2012_01
特許番号
US08088766B2

反応ノート

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