Diethyl Ether → (4,5-Bis(4-methoxybenzyloxy)pyridin-2-yl)methanamine

HRID 627115ノート

反応式

HRID 627115 の反応式
[CH3:1][O:2][C:3]1[CH:38]=[CH:37][C:6]([CH2:7][O:8][C:9]2[C:14]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=[CH:13][N:12]=[C:11]([CH2:25][N:26]3C(=O)C4C(=CC=CC=4)C3=O)[CH:10]=2)=[CH:5][CH:4]=1.O.NN.CCOCC.C1(=O)C2C(=CC=CC=2)C(=O)NN1>C(Cl)(Cl)Cl.CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][C:9]2[C:14]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=[CH:13][N:12]=[C:11]([CH2:25][NH2:26])[CH:10]=2)=[CH:37][CH:38]=1

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)2 回HCID 2194012,3-Dihydro-1,4-phthalazinedioneHCID 898519332-((4,5-Bis(4-methoxybenzyloxy)pyridin-2-yl)methyl)isoindoline-1,3-dione2 回

生成物 1

HCID 89851364(4,5-Bis(4-methoxybenzyloxy)pyridin-2-yl)methanamine

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 6212Chloroform溶媒

実験手順

To a solution of 2-((4,5-bis(4-methoxybenzyloxy)pyridin-2-yl)methyl)isoindoline-1,3-dione (Intermediate 64, 1.1 g, 2.15 mmol) in chloroform (20 mL) and methanol (10 mL) at room temperature was added hydrazine hydrate (0.328 mL, 4.31 mmol). The reaction was stirred overnight at room temperature. Another 1 eq of hydrazine hydrate was added. After 4 hours the reaction mixture was filtered to remove the solids. The filtrate was concentrated to afford an orange oil. The oil was dissolved in methanol and ether was added to crash out more solids. This was repeated until no 2,3-dihydrophthalazine-1,4-dione by product remained. The title compound was obtained as an orange foam (0.82 g, 100%).

後処理

  1. filtrationAfter 4 hours the reaction mixture was filtered
  2. customto remove the solids
  3. concentrationThe filtrate was concentrated
  4. customto afford an orange oil

出典と根拠

ORDレコード
ord-6f7ee73ab7754f2886be353d658b8a81
出典データセット
uspto-grants-2016_04
特許番号
US09309245B2

反応ノート

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