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

HRID 627115노트

반응식

HRID 627115 반응식
[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

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)2회HCID 2194012,3-Dihydro-1,4-phthalazinedioneHCID 898519332-((4,5-Bis(4-methoxybenzyloxy)pyridin-2-yl)methyl)isoindoline-1,3-dione2회

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 6212Chloroform용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-6f7ee73ab7754f2886be353d658b8a81
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309245B2

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