HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethanolamine → HCID 54211537, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethanolamine | HCID 8113 | — |
| Reactant | 4-(3-chloroanilino)-6-formyl-7H-pyrrolo[2,3-d]pyrimidine | HCID 11097699 | — |
| Catalyst | Nickel | HCID 935 | — |
| Catalyst | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54211537 | HCID 54211537 | — |
Reaction Steps
109 mg (0.40 mmol) of 4-(3-chloroanilino)-6-formyl-7H-pyrrolo[2,3-d]pyrimidine (stage 1.6) and 84 mg (0.8 mmol) of diethanolamine in 6 ml of ethanol, 60 drops of DMPU and 50 μl of acetic acid are stirred at RT for a few hours. 30 mg of Raney nickel are then added and the mixture is hydrogenated at 50° C. The catalyst is filtered off and the filtrate is evaporated. Column chromatography (SiO2, CH2Cl2/methanol=10:1) and crystallization from ethyl acetate/diethyl ether yields 4-(3-chloroanilino)-6-[bis(2-hydroxyethyl)aminomethyl]-7H-pyrrolo[2,3-d]pyrimidine; HPLC: tRet(Grad20)=7.0; TLC-Rf=0.1 (CH2Cl2/methanol=10:1); FAB-MS: (M+H)+=362.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180636B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-5fd63a8504e7441390b1a0fc1fc18a31 |
| Source note | uspto-grants-2001_01 |