Formaldehyde → HCID 22065971, compound

HRID 1768355Notes

Reaction equation

HRID 1768355 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:3]3[C:4]4[C:5](=[N:6][CH:7]=[CH:8][CH:9]=4)[NH:1][CH:2]=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 22065971HCID 22065971, 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-bc22966436d84d4797d619b70d1b8424
Source dataset
uspto-grants-2007_06
Patent number
US07235661B2

Reaction notes

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