HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773621Generated: October 31, 2026
Dichloromethane → 2-(cis-2-Amino-cyclohexylamino)-thieno[3,2-d]pyrimidine-7-carboxylic acid (2,4-dimethoxy-phenyl)-amide
https://huagongshe.com/reaction/1773621
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,2-Diaminocyclohexane, cis- | HCID 342917 | — |
| Reactant | 2-Chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid(2,4-dimethoxy-phenyl)-amide | HCID 87096110 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(cis-2-Amino-cyclohexylamino)-thieno[3,2-d]pyrimidine-7-carboxylic acid (2,4-dimethoxy-phenyl)-amide | HCID 56646765 | — |
Reaction Steps
To a solution of 0.047 g (0.134 mmole) 2-chloro-thieno[3,2-d]pyrimidine-7-carboxylic acid(2,4-dimethoxy-phenyl)-amide in 1.34 mL of dioxane was added 0.0967 mL (0.806 mmole) of (cis-cyclohexane-1,2-diamine. The mixture was heated at 100 degrees for over night. Dichloromethane was added and washed with aqueous sodium bicarbonate. The aqueous layer was washed twice with dichloromethane. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. Purification by silica gel chromatography, eluting with dichloromethane-0.7 N ammonia solution in methanol (gradient 100:0-90:10) gave 0.052 g of 2-(cis-2-amino-cyclohexylamino)-thieno[3,2-d]pyrimidine-7-carboxylic acid (2,4-dimethoxy-phenyl)-amide as a yellow solid. MH+/Z=428
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09255110B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-5a3296755c794aaea4cb32a2821db715 |
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| Source note | uspto-grants-2016_02 |
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