Diisopropylethylamine → HCID 178478368, compound

HRID 1922864Notes

Reaction equation

HRID 1922864 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4](Cl)[N:3]=1.Cl.[CH:13]12[NH:20][CH:17]([CH2:18][CH2:19]1)[CH2:16][O:15][CH2:14]2.CCN(C(C)C)C(C)C>>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:20]2[CH:13]3[CH2:19][CH2:18][CH:17]2[CH2:16][O:15][CH2:14]3)[N:3]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 534011293-Oxa-8-azabicyclo(3.2.1)octane hydrochlorideHCID 1784188752,6-dichloro-1H-purine

Product 1

HCID 178478368HCID 178478368, compoundYield 90%

Conditions

Temperature
80 °C

Procedure

A mixture of 2,6-dichloro-9H-purine (527 Mg, 2.79 mmol), 3-Oxa-8-aza-bicyclo[3.2.1]octane hydrochloride (500 mg, 3.34 mmol) and DIPEA (1.2 mL, 6.98 mmol) in IMS (15 mL) were heated at 80° C. for 3 h then stirred at r.t. for 18 h. The resulting precipitate was collected by filtration and washed with further IMS. The resulting solid was dried in vacuo affording the title compound (663 mg, 90%). 1H NMR (CDCl3, 400 MHz): δ 8.14 (1 H, s), 5.60 (1 H, brd s), 4.80 (1 H, brd s), 3.66 (4 H, brd s), 2.00 (4 H, s)

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with further IMS
  3. customThe resulting solid was dried in vacuo

Sources & evidence

ORD record
ord-dcc41d0b98fa45e9b8cf75cde9b49ad5
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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