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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912328Generated: November 1, 2026

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

https://huagongshe.com/reaction/912328

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-EthylpiperazineHCID 79196—
Reactant2-Methyl-5-morpholinoanilineHCID 39238623—
ReactantBis-(4-methoxybenzyl)-[5-(2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amineHCID 45258862—
Reactant5-(4-Ethyl-1-piperazinyl)-2-methylbenzenamineHCID 62910546—
Reactant4-{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]-amideHCID 86640133—
Product4-(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]-amideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022205B2
Source datasetuspto-grants-2011_09
ORD IDord-95cc88dc5b294baa8b33efd7faf2f18a
Source noteuspto-grants-2011_09