2-(Dimethylamino)ethanol → HCID 59540969、化合物

HRID 1677544ノート

反応式

HRID 1677544 の反応式
[CH3:1][C:2]1([CH3:40])[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([C:17]3[N:18]=[C:19]4[C:25]([C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:24][N:23]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[C:20]4=[N:21][CH:22]=3)[CH:10]=[C:11]([O:13][CH2:14]OC)[CH:12]=2)[CH2:3]1.[CH3:41][N:42]([CH3:46])[CH2:43]CO.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[CH3:41][N:42]([CH3:46])[CH2:43][CH2:14][O:13][C:11]1[CH:10]=[C:9]([C:17]2[N:18]=[C:19]3[C:25]([C:26](=[O:31])[C:27]([CH3:28])([CH3:29])[CH3:30])=[CH:24][N:23]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:38])([CH3:37])[CH3:39])[C:20]3=[N:21][CH:22]=2)[CH:8]=[C:7]([N:4]2[CH2:5][CH2:6][C:2]([CH3:40])([CH3:1])[CH2:3]2)[CH:12]=1

参加物

6

反応物 4

HCID 79022-(Dimethylamino)ethanol3 回HCID 11776Triphenylphosphine2 回HCID 75555Diisopropyl diazene-1,2-dicarboxylate2 回HCID 59540909HCID 59540909、化合物

生成物 1

HCID 59540969HCID 59540969、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A flask was charged with 1-[2-[3-(3,3-dimethyl-pyrrolidin-1-yl)-5-methoxymethoxy-phenyl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (90 mg, 0.17 mmol), 2-dimethylamino-ethanol (reagent A, 0.04 ml, 0.34 mmol) and triphenylphosphine (reagent B, 90 mg, 0.34 mmol). THF (2 ml) was added under nitrogen atmosphere. Diisopropyl azodicarboxylate (reagent C, 0.07 ml, 0.34 mmol) was added via syringe and the material was stirred. After 1 hour a further 2 equivalents each of reagents A, B and C were added. The mixture was stirred overnight. The crude was loaded onto 2 preparative TLC plates eluting with 3% MeOH in dichloromethane. The plates were dried and re-developed with the solvent system. This process was repeated once more and then product band was collected providing 1-[2-[3-(2-dimethylamino-ethoxy)-5-(3,3-dimethyl-pyrrolidin-1-yl)-phenyl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one, 56 mg, as a golden yellow viscous oil.

後処理

  1. stirringThe mixture was stirred overnight
  2. washeluting with 3% MeOH in dichloromethane
  3. customThe plates were dried and re-developed with the solvent system
  4. customproduct band was collected

出典と根拠

ORDレコード
ord-f72be0105a0a465a858280b716071f22
出典データセット
uspto-grants-2011_08
特許番号
US08008298B2

反応ノート

読み込み中…