2-Chloroadenosine → HCID 178453680, compound

HRID 2273059Notes

Reaction equation

HRID 2273059 reaction equation
Cl[C:2]1[N:3]=[C:4]([NH2:20])[C:5]2[N:6]=[CH:7][N:8]([C:18]=2[N:19]=1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O.[NH2:21][CH2:22][CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28]>>[NH2:20][C:4]1[N:3]=[C:2]([NH:21][CH2:22][CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:29])([CH3:28])[CH3:30])[N:19]=[C:18]2[C:5]=1[N:6]=[CH:7][NH:8]2

Participants

3

Reactant 2

HCID 89742-ChloroadenosineHCID 187201N-BOC-ethylenediamine

Product 1

HCID 178453680HCID 178453680, compound

Conditions

Temperature
120 °C

Procedure

To a microwave tube containing 2-chloroadenosine (Aldrich Chemical) is added tert-butyl N-(2-aminoethyl)carbamate (AK Scientific, 10-fold molar excess). The mixture is heated in a microwave for 20 minutes at 120° C. under nitrogen. Workup of the reaction mixture, purification, and isolation of the title intermediate is carried out in a manner similar to that of Example 4, ROUTE 1, Step 3 used for Compound 16A.

Workup

  1. customWorkup of the reaction mixture, purification, and isolation of the title intermediate

Sources & evidence

ORD record
ord-48ec50f0685e4dd3a791872920b2ac38
Source dataset
uspto-grants-2015_09
Patent number
US09120820B2

Reaction notes

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