3-(1,3-Dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile → 3-(7-Formyl-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile

HRID 2201312Notes

Reaction equation

HRID 2201312 reaction equation
[CH3:1][N:2]1[C:7]2=[C:8]([CH:17]=[O:18])[NH:9][C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[C:6]2[C:5](=[O:19])[N:4]([CH3:20])[C:3]1=[O:21].[CH3:22][N:23]1C2=CNC(C3C=C(C=CC=3)C#N)=C2C(=O)N(C)C1=O>>[CH:17]([C:8]1[NH:9][C:10]([C:11]2[CH:16]=[C:15]([CH:14]=[CH:13][CH:12]=2)[C:22]#[N:23])=[C:6]2[C:5](=[O:19])[N:4]([CH3:20])[C:3](=[O:21])[N:2]([CH3:1])[C:7]=12)=[O:18]

Participants

3

Reactant 2

HCID 867229283-(1,3-Dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrileHCID 867235421,3-Dimethyl-2,4-dioxo-5-phenyl-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidine-7-carbaldehyde

Product 1

HCID 867235433-(7-Formyl-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile

Procedure

The title compound was prepared in a similar manner to 1,3-dimethyl-2,4-dioxo-5-phenyl-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidine-7-carbaldehyde (Intermediate Na), starting from 3-(1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile (Example 9.0 Step 4) and omitting step 1.

Sources & evidence

ORD record
ord-c7ebb421ded04eafa7f6744e0c6637fe
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

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