5-Nitrofuroyl chloride → 5-(N-[5-nitro-2-furoyl]amino)-3-(1-methylpiperidin-4-yl)pyrrolo[3,2-b]pyridine

HRID 398904

Reaction equation

HRID 398904 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]2[C:8]([CH:11]3[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]3)=[CH:9][NH:10][C:5]2=[CH:4][CH:3]=1.[N+:18]([C:21]1[O:25][C:24]([C:26](Cl)=[O:27])=[CH:23][CH:22]=1)([O-:20])=[O:19]>>[N+:18]([C:21]1[O:25][C:24]([C:26]([NH:1][C:2]2[N:7]=[C:6]3[C:8]([CH:11]4[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]4)=[CH:9][NH:10][C:5]3=[CH:4][CH:3]=2)=[O:27])=[CH:23][CH:22]=1)([O-:20])=[O:19]

Participants

3

Reactant 2

HCID 907115-Nitrofuroyl chlorideHCID 102202303-(1-Methyl-piperidin-4-yl)-1H-pyrrolo[3,2-b]pyridin-5-ylamine

Product 1

HCID 196015255-(N-[5-nitro-2-furoyl]amino)-3-(1-methylpiperidin-4-yl)pyrrolo[3,2-b]pyridineYield 64%

Procedure

Beginning with 0.10 gm (0.044 mMol) 5-amino-3-(1-methylpiperidin-4-yl)pyrrolo[3,2-b]pyridine and 0.0093 mL (0.053 mMol) 5-nitro-2-furoyl chloride, 0.010 gm (64%) of the title compound were prepared essentially by the procedure described in Example 7.

Sources & evidence

ORD record
ord-d3b4d79e0048490c87ff3f4c0b0bf559
Source dataset
uspto-grants-1998_10
Patent number
US05817671

Linked notes

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