Dimethylformamide → HCID 22561924, compound

HRID 1839666Notes

Reaction equation

HRID 1839666 reaction equation
[N:1]1([CH2:6][CH2:7][CH:8]2[CH2:16][CH2:15][CH2:14][C:13]3[NH:12][CH:11]=[CH:10][C:9]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.O=P(Cl)(Cl)Cl.CN([CH:25]=[O:26])C>>[N:1]1([CH2:6][CH2:7][CH:8]2[CH2:16][CH2:15][CH2:14][C:13]3[NH:12][C:11]([CH:25]=[O:26])=[CH:10][C:9]2=3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 22561945HCID 22561945, compound

Product 1

HCID 22561924HCID 22561924, compound

Procedure

4-(2-Pyrrolidin-1-yl-ethyl)-4,5,6,7-tetrahydro-1H-indole (475 mg, 2.2 mmol) was formylated with POCl3 (0.25 mL, 1.2 eq.) and DMF (2 ml) using standard Vilsmierer condition to give 250 mg of 4-(2-pyrrolidin-1-yl-ethyl)-4,5,6,7-tetrahydro-1H-indole-2-carbaldehyde as a light yellow solid.

Sources & evidence

ORD record
ord-fe25963da5d4453393970ee0ce02d261
Source dataset
uspto-grants-2004_01
Patent number
US06677368B2

Reaction notes

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