HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate → 2-Chloro-6-(2,7-diaza-spiro[3.5]non-2-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate | HCID 24820512 | — |
| Reactant | 2-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester | HCID 58117051 | — |
| Reactant | HCID 58117100 | HCID 58117100 | — |
| Product | 2-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester | HCID 58117051 | — |
| Product | 2-Chloro-6-(2,7-diaza-spiro[3.5]non-2-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine | HCID 58117142 | 58% |
Reaction Steps
2-(2-Chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester was prepared according to the method used in the preparation of 2-chloro-6-(7-methyl-2,7-diaza-spiro[3.5]non-2-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine using 2,7-diaza-spiro[3.5]-nonane-7-carboxylic acid tert-butyl ester in place of 7-methyl-2,7-diaza-spiro[3.5]nonane. 2-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-2,7-diaza-spiro[3.5]nonane-7-carboxylic acid tert-butyl ester was subsequently BOC-deprotected to give the title compound as a pale yellow oil (287 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293735B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-6c933725aebf42e98070e77c0b7f3272 |
| Source note | uspto-grants-2012_10 |