Malononitrile → HCID 20076772, compound

HRID 1654753Notes

Reaction equation

[N-]1C=CN=C1.[CH:6]1([N:9]2[C:18]3[C:13](=[CH:14][C:15]([F:33])=[C:16]([N:20]4[CH2:24][CH2:23][CH:22]([NH:25]C(OC(C)(C)C)=O)[CH2:21]4)[C:17]=3[Cl:19])[C:12](=[O:34])[C:11]([C:35]([OH:37])=O)=[CH:10]2)[CH2:8][CH2:7]1.[C:38](#[N:42])[CH2:39][C:40]#[N:41]>>[ClH:19].[CH:6]1([N:9]2[C:18]3[C:13](=[CH:14][C:15]([F:33])=[C:16]([N:20]4[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21]4)[C:17]=3[Cl:19])[C:12](=[O:34])[C:11]([C:35](=[O:37])[CH:39]([C:38]#[N:42])[C:40]#[N:41])=[CH:10]2)[CH2:7][CH2:8]1

Participants

Reactant 2

HCID 8010Malononitrile

HCID 86748637HCID 86748637, compound

Product 1

HCID 20076772HCID 20076772, compoundYield 116.5%

Procedure

5.2 g of 1-cyclopropyl-6-fluoro-8-chloro-7-(3-t-butoxycarbonylaminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid imidazolide and 3.30 g of malononitrile as starting materials were subjected to the same process as described in Example 39 to obtain 2.56 g of the object compound

Sources & evidence

ORD record: ord-cdf0b7bf86fa40a481780d06f172f95e
Source dataset: uspto-grants-1995_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05409933

Reaction notes

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