Isobutylamine → HCID 69827510, compound

HRID 2297661Notes

Reaction equation

HRID 2297661 reaction equation
[C:1]([C:5]1[N:9]=[C:8]([C@@H:10]2[C@@H:14]3[O:15][C:16]([CH3:19])([CH3:18])[O:17][C@H:13]3[C@H:12]([N:20]3[CH:28]=[N:27][C:26]4[C:21]3=[N:22][CH:23]=[N:24][C:25]=4ON3C4C=CC=CC=4N=N3)[O:11]2)[O:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].C(N(C(C)C)CC)(C)C.[CH2:48]([NH2:52])[CH:49]([CH3:51])[CH3:50]>CS(C)=O>[C:1]([C:5]1[N:9]=[C:8]([C@@H:10]2[C@@H:14]3[O:15][C:16]([CH3:18])([CH3:19])[O:17][C@H:13]3[C@H:12]([N:20]3[CH:28]=[N:27][C:26]4[C:21]3=[N:22][CH:23]=[N:24][C:25]=4[NH:52][CH2:48][CH:49]([CH3:51])[CH3:50])[O:11]2)[O:7][N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6558IsobutylamineHCID 81531DiisopropylethylamineHCID 69827476HCID 69827476, compound

Product 1

HCID 69827510HCID 69827510, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 9-{(3aR,4R,6S,6aR)-6-[3-(tert-butyl)-1,2,4-oxadiazol-5-yl]-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl}-6-(1H-1,2,3-benzotriazol-1-yloxy)9H-purine (50 mg) in dimethylsulfoxide (0.4 ml) was added diisopropylethylamine (0.1 ml) and isobutylamine (0.038 ml). The mixture was stirred at 20° C. for 16 h under nitrogen. The mixture was then evaporated to dryness in vacuo to give a residue that was purified by automated preparative HPLC to afford the title compound (14 mg) as a white compound.

Workup

  1. customThe mixture was then evaporated to dryness in vacuo
  2. customto give a residue that
  3. customwas purified by automated preparative HPLC

Sources & evidence

ORD record
ord-5fb0c90f139a40f88e304f02fa63a2de
Source dataset
uspto-grants-2002_12
Patent number
US06492348B1

Reaction notes

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