Ethanol → 2-(1H-Pyrrolo[3,2-c]pyridin-3-yl)acetonitrile

HRID 731594Notes

Reaction equation

CN([CH2:4][C:5]1[C:9]2[CH:10]=[N:11][CH:12]=[CH:13][C:8]=2[NH:7][CH:6]=1)C.C(O)C.C(OCC)(=O)C.[C:23](#[N:25])C>>[NH:7]1[C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[C:5]([CH2:4][C:23]#[N:25])=[CH:6]1

Participants

Reactant 4

HCID 702Ethanol

HCID 6342Acetonitrile

HCID 8857Ethyl Acetate

HCID 19013583Dimethyl-(1H-pyrrolo[3,2-c]pyridin-3-ylmethyl)-amine

Product 1

HCID 226630522-(1H-Pyrrolo[3,2-c]pyridin-3-yl)acetonitrileYield 26%

Procedure

Using essentially the same procedure described in Example 1, Step 5, hereinabove and employing N,N-dimethyl-(1H-pyrrolo[3,2-c]pyridin-3-yl)methylamine as substrate and 1:2 ethanol:ethyl acetate as the chromatography eluent affords the title acetonitrile as a yellow solid, 0.160 g (26% yield), identified by NMR analysis.

Sources & evidence

ORD record: ord-bc853f5cc58742eb8f86b13830ba92b3
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585876B2

Reaction notes

Loading…