Formaldehyde → HCID 22065997, compound

HRID 1768356Notes

Reaction equation

HRID 1768356 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.[C:23]([O-])(=O)C.[Na+].C=O>>[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][N:20]([CH2:23][C:3]2[C:4]3[C:5](=[N:6][CH:7]=[CH:8][CH:9]=3)[NH:1][CH:2]=2)[CH2:19][CH2:18]1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 705291-(2-Fluorophenyl)piperazineHCID 517045Sodium Acetate

Product 1

HCID 22065997HCID 22065997, compound

Procedure

1H-pyrrolo[2,3-b]pyridine (47 mg, 0.40 mmol), 1-(2-flurophenyl)piperazine (72.0 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 2.62 (m, 4H) 3.14 (m, 4H) 4.03 (s, 2H) 5.60 (s, 1H) 7.09 (m, 3H) 7.14 (m, 2H) 8.06 (dd, J=8.31, 1.53 Hz, 1H) 8.20 (dd, J=4.75, 1.70 Hz, 1H). (ESI) m/z 311 (M+H)+.

Sources & evidence

ORD record
ord-90ee4f4a96ff41deb296e2ec97783802
Source dataset
uspto-grants-2007_06
Patent number
US07235661B2

Reaction notes

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