HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237398Generated: October 25, 2026
Dimethylacetamide → 2-Amino-4-cyano-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester
https://huagongshe.com/reaction/237398
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Ethyl 2-amino-4-chlorothieno(2,3-d)pyrimidine-6-carboxylate | HCID 16096301 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 2-Amino-4-cyano-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester | HCID 59519342 | — |
Reaction Steps
2-Amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (1 equiv.), Zn(CN)2 (0.6 equiv.), Zn dust (0.12 equiv.), Pd2(dba)3 (0.02 mole eq.) and 1,1′-bis(diphenylphosphino)ferrocene (0.04 equiv.) were mixed in DMA and the mixture was stirred under argon at 120° C. for 24 hours. The resulting suspension was filtered through a short Celite column, the filtrate was diluted with brine and extracted with ethyl acetate. The organic layer was then washed with brine, water and dried over sodium sulphate. After evaporation of the solvent, the crude oil was purified by preparative TLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642594B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-8ac7a9a78b8c4221be440008c345952c |
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| Source note | uspto-grants-2014_02 |
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