2-Bromo-4-chloro-1,3-thiazole → 3-(6-(5-(4-Chlorothiazol-2-yl)-5-oxopentyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-5-yl)benzonitrile

HRID 2201269Notes

Reaction equation

HRID 2201269 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[N:10]([CH2:22][CH2:23][CH2:24][CH2:25][C:26](N(OC)C)=[O:27])[CH:11]=[C:12]3[C:17]=2[C:16](=[O:18])[N:15]([CH3:19])[C:14](=[O:20])[N:13]3[CH3:21])[CH:6]=[CH:7][CH:8]=1)#[N:2].Br[C:33]1[S:34][CH:35]=[C:36]([Cl:38])[N:37]=1>>[Cl:38][C:36]1[N:37]=[C:33]([C:26](=[O:27])[CH2:25][CH2:24][CH2:23][CH2:22][N:10]2[C:9]([C:5]3[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=3)[C:1]#[N:2])=[C:17]3[C:12]([N:13]([CH3:21])[C:14](=[O:20])[N:15]([CH3:19])[C:16]3=[O:18])=[CH:11]2)[S:34][CH:35]=1

Participants

3

Reactant 2

HCID 151419642-Bromo-4-chloro-1,3-thiazoleHCID 867235105-(5-(3-cyanophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)-N-methoxy-N-methylpentanamide

Product 1

HCID 867235093-(6-(5-(4-Chlorothiazol-2-yl)-5-oxopentyl)-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 from 5-(5-(3-cyanophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)-N-methoxy-N-methylpentanamide and 2-bromo-4-chlorothiazole by a method similar to Example 13, step 3;

Sources & evidence

ORD record
ord-d59a0e1e6db7499487c9964dff4b5afb
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

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