Formaldehyde → HCID 22065963, compound

HRID 1768354Notes

Reaction equation

HRID 1768354 reaction equation
[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[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.[C:22]([O-])(=O)C.[Na+].C=O>>[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:17][CH2:18][N:19]([CH2:22][C:3]2[C:4]3[C:5](=[N:6][CH:7]=[CH:8][CH:9]=3)[NH:1][CH:2]=2)[CH2:20][CH2:21]1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 944591-(2-Pyridyl)piperazineHCID 517045Sodium Acetate

Product 1

HCID 22065963HCID 22065963, compound

Procedure

1H-pyrrolo[2,3-b]pyridine (47 mg, 0.40 mmol), 1-(2-pyridinyl)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 2.49 (m, 4H) 3.45 (m, 4H) 3.67 (s, 2H)5.59 (s, 1H) 6.60 (dd, J=6.78, 5.09 Hz, 1H) 6.77 (d, J=8.82 Hz, 1H) 7.04 (dd, J=7.97, 4.58 Hz, 1H) 7.49 (m, 2H) 8.06 (m, 1H) 8.19 (dd, J=4.75, 1.70 Hz, 1H) (ESI) 294 m/z (M+H)+.

Sources & evidence

ORD record
ord-99bbda9a4f4a4abaa32dea65fa3dbbec
Source dataset
uspto-grants-2007_06
Patent number
US07235661B2

Reaction notes

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