Diisopropylethylamine → (4-Methoxy-phenyl)-[5-(4-methoxy-phenyl)thiazol-2-yl]-amine

HRID 1713638

反応式

HRID 1713638 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22]CN4CCCC4)=[CH:17][CH:16]=3)=[N:11][CH:10]=2)=[CH:5][CH:4]=1.COC1C=CC(NC(N)=S)=CC=1.NC(N)=S.CCN(C(C)C)C(C)C>>[CH3:22][O:21][C:18]1[CH:17]=[CH:16][C:15]([NH:14][C:12]2[S:13][C:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)=[CH:10][N:11]=2)=[CH:20][CH:19]=1

参加物

5

反応物 4

HCID 81531DiisopropylethylamineHCID 6675494-ThioureidoanisoleHCID 2723790ThioureaHCID 11188635[5-(4-Methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine

生成物 1

HCID 11266955(4-Methoxy-phenyl)-[5-(4-methoxy-phenyl)thiazol-2-yl]-amine

実験手順

The title compound is prepared as described in Example 3 for [5-(4-methoxy-phenyl)-thiazol-2-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine but using (4-methoxy-phenyl)-thiourea. After addition of the thiourea and subsequent heating to reflux, the reaction mixture is allowed to cool to RT. DIEA (2.0 equiv) is added and the resulting mixture is heated to reflux for 70 min. Purification of the crude product by silica gel (40 g) column chromatography (CH2Cl2/Et2O, 95/5) affords the title compound as a beige solid: ES-MS: 312.9 [M+H]+; single peak at tR=7.66 min (System 1); Rf=0.11 (CH2Cl2/MeOH, 95/5).

後処理

  1. customThe title compound is prepared
  2. temperaturesubsequent heating
  3. temperatureto reflux
  4. temperaturethe resulting mixture is heated
  5. temperatureto reflux for 70 min
  6. customPurification of the crude product by silica gel (40 g) column chromatography (CH2Cl2/Et2O, 95/5)

出典と根拠

ORDレコード
ord-334cbc4250d34130b05740b1826aca95
出典データセット
uspto-grants-2010_09
特許番号
US07795288B2

関連ノート

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