Lithium Carbonate → HCID 59370522, compound

Reaction equation

[Cl:1][C:2]1[C:9]([Cl:10])=[C:8](F)[C:7]([CH3:12])=[CH:6][C:3]=1[C:4]#[N:5].[OH:13][C@H:14]1[CH2:18][CH2:17][NH:16][C@H:15]1[CH3:19].C(=O)([O-])[O-].[Li+].[Li+]>>[Cl:1][C:2]1[C:9]([Cl:10])=[C:8]([N:16]2[CH2:17][CH2:18][C@H:14]([OH:13])[C@@H:15]2[CH3:19])[C:7]([CH3:12])=[CH:6][C:3]=1[C:4]#[N:5]

Participants

Reactant 3

HCID 11125Lithium Carbonate

HCID 54198127HCID 54198127, compound

HCID 593705492,3-Dichloro-4-fluoro-5-methylbenzonitrile

Product 1

HCID 59370522HCID 59370522, compound

Procedure

Using 2,3-dichloro-4-fluoro-5-methylbenzonitrile (1.02 g), 0.9 M-dimethyl sulfoxide solution (5.56 ml) of (2S,3S)-3-hydroxy-2-methylpyrrolidine and lithium carbonate (370 mg), the title compound was obtained as a colorless solid (yield: 53 mg) by an operation similar to that in Example 3.

Sources & evidence

ORD record: ord-88363441920f4a6f878587bc186b73f1
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592452B2

Reaction notes

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