Formaldehyde → 2-[4-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-piperazinyl]nicotinonitrile

HRID 1768357노트

반응식

[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[N:10]1([C:16]2[N:23]=[CH:22][CH:21]=[CH:20][C:17]=2[C:18]#[N:19])[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.[C:24]([O-])(=O)C.[Na+].C=O>>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH2:24][N:13]2[CH2:12][CH2:11][N:10]([C:16]3[N:23]=[CH:22][CH:21]=[CH:20][C:17]=3[C:18]#[N:19])[CH2:15][CH2:14]2)=[CH:2]1

참가 물질

반응물 4

HCID 712Formaldehyde

HCID 92221H-Pyrrolo(2,3-b)pyridine

HCID 517045Sodium Acetate

HCID 27372032-(Piperazin-1-yl)pyridine-3-carbonitrile

생성물 1

HCID 220659942-[4-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-1-piperazinyl]nicotinonitrile

실험 절차

1H-pyrrolo[2,3-b]pyridine (47 mg, 0.40 mmol), 2-(1-piperazinyl)nicotinonitrile (75 mg, 0.48 mmol), sodium acetate (72 mg, 0.53 mmol), and formaldehyde (0.48 mmol) were processed as described in Example 18 to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.57 (m, 4H) 3.50 (m, 4H) 3.84 (s, 2H) 6.63 (m, 2H) 6.81 (m, 1H) 7.32 (m, 1H) 7.52 (m, 1H) 7.77 (m, 1H) 7.90 (m, 1H). (ESI) m/z 319 (M+H)+.

출처 및 근거

ORD 기록: ord-bc05b180f27f42c9baeab2f4a6b74882
출처 데이터셋: uspto-grants-2007_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07235661B2

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