Formaldehyde → HCID 10245582, compound

HRID 2377685Notes

Reaction equation

HRID 2377685 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.[C:24]([O-])(=O)C.[Na+].C=O>>[CH3:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:2]2[NH:1][C:5]3=[N:6][CH:7]=[CH:8][CH:9]=[C:4]3[CH:3]=2)[CH2:20][CH2:19]1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 13461-(2-Methoxyphenyl)piperazineHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 517045Sodium Acetate

Product 1

HCID 10245582HCID 10245582, compound

Procedure

1H-pyrrolo[2,3-b]pyridine (47 mg, 0.40 mmol), 1-(2-methoxyphenyl)piperazine (65 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 2.97 (m, 4H) 3.68 (m, 4H) 3.72 (s, 3H) 4.05 (s, 2H) 5.60 (m, 1H) 6.60 (m, 1H), 6.89 (m, 2H) 7.08 (ddd, J=21.36, 7.80, 4.75 Hz, 1H) 7.52 (m, 2H) 8.07 (m, 2H) (ESI) m/z 323 (M+H)+.

Sources & evidence

ORD record
ord-fff56c1bfe1d41baba365501209f1658
Source dataset
uspto-grants-2008_12
Patent number
US07470691B2

Reaction notes

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