1,4-Dioxane → HCID 131726010, compound

HRID 1246814Notes

Reaction equation

HRID 1246814 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:22]=[CH:21][N:20]=[C:19]3[C:15]=2[N:16]=[C:17]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[Cl:36])[N:18]3[C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[CH:10]([C:37]([OH:39])=[O:38])[CH2:9]1)=O)(C)(C)C.O1CCO[CH2:42][CH2:41]1>Cl>[ClH:29].[CH2:41]([O:39][C:37]([CH:10]1[CH2:9][NH:8][CH2:13][CH2:12][N:11]1[C:14]1[N:22]=[CH:21][N:20]=[C:19]2[C:15]=1[N:16]=[C:17]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[Cl:36])[N:18]2[C:23]1[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=1)=[O:38])[CH3:42]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 131726011HCID 131726011, compound

Product 1

HCID 131726010HCID 131726010, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-[9-(4-Chlorophenyl)-8-(2-chlorophenyl)-9H-purin-6-yl]-piperazine-1,3-dicarboxylic acid tert-butyl ester I-(8A-1)a was dissolved in 4 M HCl in dioxane (0.5 ml). After 30 minutes, the now heterogeneous reaction was concentrated under reduced pressure and then triturated from ether to afford title compound 8A-1 (38 mg, quantitative): +ESI MS (M+1) 497.2; 1H NMR (400 MHz, CD3OD) δ 8.43 (s, 1H), 7.58 (d, J=7.5 Hz, 1H), 7.51–7.30 (m, 7H), 4.35–4.15 (m, 2H), 4.06 (d, J=13.3 Hz, 1H), 3.73–3.47 (m, 5H), 3.40–3.30 (m, 1H), 1.23 (t, J=7.1 Hz, 3H).

Workup

  1. customthe now heterogeneous reaction
  2. concentrationwas concentrated under reduced pressure
  3. customtriturated from ether

Sources & evidence

ORD record
ord-967c2ab944434dd1bd504f3e152379e2
Source dataset
uspto-grants-2006_10
Patent number
US07129239B2

Reaction notes

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