Tetrahydrofuran → HCID 69311621、化合物

HRID 860448ノート

反応式

HRID 860448 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]3[N:11]([C:26]([CH2:29][CH3:30])=[CH:27][CH:28]=3)[N:12]=[C:13]([CH2:20][C:21]([O:23]CC)=[O:22])[C:14]=2[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:5][CH:4]=1)#[N:2].O1CCCC1.[OH-].[K+]>C(O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:10]3[N:11]([C:26]([CH2:29][CH3:30])=[CH:27][CH:28]=3)[N:12]=[C:13]([CH2:20][C:21]([OH:23])=[O:22])[C:14]=2[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:7][CH:8]=1)#[N:2]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14797Potassium Hydroxide2 回HCID 69308255HCID 69308255、化合物

生成物 1

HCID 69311621HCID 69311621、化合物収率 93.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl 4-(4-cyanophenyl)-2-(2-ethoxy-2-oxoethyl)-7-ethylpyrrolo[1,2-b]pyridazine-3-carboxylate (77.9 mg) in ethanol (0.5 mL)-tetrahydrofuran (0.5 mL) was added 1N potassium hydroxide. The resulting solution was stirred for 25 hours at room temperature. The mixture was stirred for futher 1 hour after adding 1N potassium hydroxide (0.04 mL). The reaction was quenched by adding 1N hydrochloric acid (0.23 mL). The volatile was evaporated off, and the resulting residue was partitioned between ethyl acetate (10 mL) and 1N hydrochloric acid (6 mL). The organic layer was washed with brine, dried, and evaporated to give [4-(4-cyanophenyl)-3-(ethoxycarbonyl)-7-ethylpyrrolo[1,2-b]pyridazin-2-yl]acetic acid as an yellow solid (67.7 mg, 93.4%).

後処理

  1. stirringThe mixture was stirred for futher 1 hour
  2. customThe reaction was quenched
  3. additionby adding 1N hydrochloric acid (0.23 mL)
  4. customThe volatile was evaporated off
  5. customthe resulting residue was partitioned between ethyl acetate (10 mL) and 1N hydrochloric acid (6 mL)
  6. washThe organic layer was washed with brine
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-dbfc69dbf22f405abbad21d2a83201ff
出典データセット
uspto-grants-2006_12
特許番号
US07153854B2

反応ノート

読み込み中…