Formaldehyde → HCID 10402091, compound

HRID 2377687Notes

Reaction equation

HRID 2377687 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.[C:10]1([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:22]([O-])(=O)C.[Na+].C=O>>[C:10]1([N:16]2[CH2:21][CH2:20][N:19]([CH2:22][C:2]3[NH:1][C:5]4=[N:6][CH:7]=[CH:8][CH:9]=[C:4]4[CH:3]=3)[CH2:18][CH2:17]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 70961-PhenylpiperazineHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 517045Sodium Acetate

Product 1

HCID 10402091HCID 10402091, compound

Procedure

1H-pyrrolo[2,3-b]pyridine (47 mg, 0.40 mmol),1-phenylpiperazine (64.9 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) 7.84 (m, 3H) 8.06 (dd, J=8.31, 1.53 Hz, 1H) 8.20 (dd, J=4.75, 1.70 Hz, 1H). (ESI) m/z 293 (M+H)+.

Sources & evidence

ORD record
ord-49406dff6df44803bdfdbc07d5eea856
Source dataset
uspto-grants-2008_12
Patent number
US07470691B2

Reaction notes

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