Formaldehyde → HCID 22065963, compound

HRID 1828284Notes

Reaction equation

HRID 1828284 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-594e33be02fc4b17a1ff85f1fc7c92b4
Source dataset
uspto-grants-2006_06
Patent number
US07057042B2

Reaction notes

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