Sodium hydride → HCID 178473354, compound

HRID 1881338Notes

Reaction equation

HRID 1881338 reaction equation
[H-].[Na+].[O:3]=[C:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:13]#[N:14])[CH:10]=2)[NH:5]1.Cl[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[CH2:27][CH2:26][C@H:25]3[CH2:28][N:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:30][C@@H:24]23)=[CH:18][N+:17]=1[O-:36]>>[C:13]([C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[NH:5][C:4]([OH:3])=[C:12]2[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[CH2:27][CH2:26][C@H:25]3[CH2:28][N:29]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:30][C@@H:24]23)=[CH:18][N+:17]=1[O-:36])#[N:14]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 27733462-Oxo-2,3-dihydro-1H-indole-5-carbonitrileHCID 866495632-Chloro-5-(((3aS,6aS)-5-(ethoxycarbonyl)hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)methyl)pyridine 1-oxide

Product 1

HCID 178473354HCID 178473354, compound

Procedure

The titled compound was prepared in analogy to example 4.1 using sodium hydride on mineral oil (101 mg, 2.53 mmol), 2-oxoindoline-5-carbonitrile (300 mg, 1.897 mmol), and 2-chloro-5-(((3aS,6aS)-5-(ethoxycarbonyl)hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)methyl)pyridine 1-oxide (412, 1.265 mmol).

Sources & evidence

ORD record
ord-ebc752c3e48e49f8a5f36e428380f163
Source dataset
uspto-grants-2012_11
Patent number
US08318793B2

Reaction notes

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