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Lithium hydroxide, monohydrate → Lithium 4-(5-(3-cyanophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)butanoate

HRID 2201211
Notes
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Reaction equation

HRID 2201211 reaction equation
O.[OH-].[Li+:3].[C:4]([C:6]1[CH:7]=[C:8]([C:12]2[N:13]([CH2:25][CH2:26][CH2:27][C:28]([O:30]C)=[O:29])[CH:14]=[C:15]3[C:20]=2[C:19](=[O:21])[N:18]([CH3:22])[C:17](=[O:23])[N:16]3[CH3:24])[CH:9]=[CH:10][CH:11]=1)#[N:5]>C1COCC1.O>[C:4]([C:6]1[CH:7]=[C:8]([C:12]2[N:13]([CH2:25][CH2:26][CH2:27][C:28]([O-:30])=[O:29])[CH:14]=[C:15]3[C:20]=2[C:19](=[O:21])[N:18]([CH3:22])[C:17](=[O:23])[N:16]3[CH3:24])[CH:9]=[CH:10][CH:11]=1)#[N:5].[Li+:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86723425Methyl 4-(5-(3-cyanophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)butanoate

Product 1

HCID 86723451Lithium 4-(5-(3-cyanophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)butanoate

Reagents, catalysts & solvents 2

HCID 962WaterSolvent
HCID 8028
Tetrahydrofuran
Solvent

Procedure

Lithium hydroxide monohydrate (1.158 g, 27.6 mmol) was added to a suspension of methyl 4-(5-(3-cyanophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)butanoate (Example 9 Step 5) (10 g, 26.3 mmol) in THF (99 ml) and water (32.9 ml). The mixture was stirred for 2 hours and evaporated under vacuum to afford the title compound.

Workup

  1. customevaporated under vacuum

Sources & evidence

ORD record
ord-891acea81102450faf453e8a5646265a
Source dataset
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09359381B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes