HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethylpiperazine → 4-(2-Amino-pyrimidin-5-yl)-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [5-(4-ethyl-piperazin-1-yl)-2-methyl-phenyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethylpiperazine | HCID 79196 | — |
| 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 | 5-(4-Ethyl-1-piperazinyl)-2-methylbenzenamine | HCID 62910546 | — |
| 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 [5-(4-ethyl-piperazin-1-yl)-2-methyl-phenyl]-amide | HCID 86640133 | — |
| Product | 4-(2-Amino-pyrimidin-5-yl)-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [5-(4-ethyl-piperazin-1-yl)-2-methyl-phenyl]-amide | HCID 59244328 | — |
Reaction Steps
Using 5-(4-ethyl-piperazin-1-yl)-2-methyl-phenylamine (73 mg) obtained using 1-ethyl-piperazine instead of morpholine in the same manner as Step A and Step B in Example 1-D-237, instead of 2-methyl-5-morpholin-4-yl-phenylamine, from bis-(4-methoxy-benzyl)-[5-(2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine (200 mg), 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 [5-(4-ethyl-piperazin-1-yl)-2-methyl-phenyl]-amide was obtained as a crude product. The PMB groups were removed according to Deprotection method 2, to obtain the desired compound (D-239) as an ivory solid (62 mg, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022205B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-95cc88dc5b294baa8b33efd7faf2f18a |
| Source note | uspto-grants-2011_09 |