HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methylpiperazine → 4-(2-Amino-pyrimidin-5-yl)-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [2-methyl-4-(4-methyl-piperazin-1-yl)-phenyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-Methyl-4-(4-methylpiperazin-1-yl)aniline | HCID 2116868 | — |
| Reactant | 2-Methyl-5-morpholinoaniline | HCID 39238623 | — |
| Reactant | Bis-(4-methoxybenzyl)-[5-(2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine | HCID 45258862 | — |
| Reactant | 4-{2-[Bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [2-methyl-4-(4-methyl-piperazin-1-yl)-phenyl]-amide | HCID 86640135 | — |
| Product | 4-(2-Amino-pyrimidin-5-yl)-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [2-methyl-4-(4-methyl-piperazin-1-yl)-phenyl]-amide | HCID 59244898 | 75% |
Reaction Steps
Using bis-(4-methoxy-benzyl)-[5-(2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine (150 mg), and 2-methyl-4-(4-methyl-piperazin-1-yl)-phenylamine (63 mg) obtained using 1-methyl-piperazine instead of morpholine in the same manner as Step A and Step B in Example 1-D-240, instead of 2-methyl-5-morpholin-4-yl-phenylamine, in the same manner as Step C in Example 1-D-237, 4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [2-methyl-4-(4-methyl-piperazin-1-yl)-phenyl]-amide was obtained as a crude product. The PMB groups were removed according to Deprotection method 2, to obtain the desired compound (D-241) (110 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022205B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-5e2f6d8232de4ea6ad09b795d6e564cb |
| Source note | uspto-grants-2011_09 |