Triethylamine → HCID 11049546, compound

HRID 2301683Notes

Reaction equation

HRID 2301683 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:23][C@H:22]([CH2:24][O:25][C:26]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:21][C@H:12]1OS(C(F)(F)F)(=O)=O.C(N(CC)CC)C.[FH:52].F.F.C(N(CC)CC)C>C1(C)C=CC=CC=1.CO>[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:23][C@H:22]([CH2:24][O:25][C:26]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH2:21][C@@H:12]1[F:52]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 175505N,N-Diethylethanamine trihydrofluorideHCID 10963305HCID 10963305, compound

Product 1

HCID 11049546HCID 11049546, compoundYield 57.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1140TolueneSolvent

Procedure

22.9 mg (0.0356 mmols) of 6-chloro-9-[2-O-(trifluoromethanesulfonyl)-3-deoxy-5-O-(triphenylmethyl)-β-D-erythro-pentofuranosyl]-9H-purine was dissolved in 2.0 ml of toluene, to which were added 10.8 mg (0.107 mmols) of triethylamine and 34.5 mg (0.214 mmols) of triethylamine trihydrofluoride, and stirred at room temperature for about 5 days. After having been cooled, all the mixture was dissolved in methanol, and analyzed through liquid chromatography. The intended product was obtained at an yield of 57.8%.

Workup

  1. temperatureAfter having been cooled
  2. customThe intended product was obtained at an yield of 57.8%

Sources & evidence

ORD record
ord-67ff5b9376574212bcf57b96de5e0d19
Source dataset
uspto-grants-2002_12
Patent number
US06500946B1

Reaction notes

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