Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrole | HCID 8027 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 69898274 | HCID 69898274 | — |
| Product | HCID 21044361 | HCID 21044361 | — |
Reaction Steps
The corresponding cyanomethylamino compound is then obtained by reaction, for example, with amino acctonitrile. This intermediate is then converted to the ester form by reaction with an esterification agent such as ethyl chloroformate. This intermediate is then cyclized to the corresponding pyrrol compound, 4-(4-amino-5-cyano-1-ethoxycarbonyl-1H-pyrrol-3-yl)-2,2-dimethyl-6-methylsulfanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester using, for example, 1,8-diazabicyclo[5.4.0]undec-7-ene. This compound was then converted to the corresponding amino derivative by removal of the ethoxycarbonyl substituent to produce 4-(4-amino-5-cyano-1H-pyrrol-3-yl)-2,2-dimethyl-6-methylsulfanylmethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester. This compound, in turn was then reacted with formamidine acetate to form the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06780993B1 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-f3c2bf0aef5945ac8fc9138383062917 |
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| Source note | uspto-grants-2004_08 |
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