3-Bromo-5-chlorobenzonitrile → 3-Chloro-5-(1,3-dimethyl-2,4-dioxo-6-(2-(tritylthio)ethyl)-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile

HRID 2201290

Reaction equation

HRID 2201290 reaction equation
[CH3:1][N:2]1[C:7]2=[CH:8][N:9]([CH2:19][CH2:20][S:21][C:22]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:10]([C:11]3[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=3)[C:14]#[N:15])=[C:6]2[C:5](=[O:41])[N:4]([CH3:42])[C:3]1=[O:43].BrC1C=C(C=C([Cl:53])C=1)C#N>>[Cl:53][C:17]1[CH:16]=[C:13]([CH:12]=[C:11]([C:10]2[N:9]([CH2:19][CH2:20][S:21][C:22]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH:8]=[C:7]3[C:6]=2[C:5](=[O:41])[N:4]([CH3:42])[C:3](=[O:43])[N:2]3[CH3:1])[CH:18]=1)[C:14]#[N:15]

Participants

3

Reactant 2

HCID 159658933-Bromo-5-chlorobenzonitrileHCID 867235233-(1,3-Dimethyl-2,4-dioxo-6-(2-(tritylthio)ethyl)-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile

Product 1

HCID 867235243-Chloro-5-(1,3-dimethyl-2,4-dioxo-6-(2-(tritylthio)ethyl)-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile

Procedure

The title compound was prepared analogously to 3-(1,3-dimethyl-2,4-dioxo-6-(2-(tritylthio)ethyl)-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile (Intermediate GA step 1) by replacing bromobenzonitrile with 3-bromo-5-chlorobenzonitrile;

Sources & evidence

ORD record
ord-017fd23cc0914310b07fa5ce3d007288
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Linked notes

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