Cyclobutylamine → HCID 136984071, compound

HRID 1507479Notes

Reaction equation

HRID 1507479 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:11]([NH:22][C@H:23]2[C@@H:27]3[O:28][C:29]([CH3:32])([CH3:31])[O:30][C@@H:26]3[C@@H:25]([CH2:33][OH:34])[CH2:24]2)=[N:12][C:13](S(C)(=O)=O)=[N:14][C:15]=1[O:16]C.[CH:35]1([NH2:39])[CH2:38][CH2:37][CH2:36]1>CC#N>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:15](=[O:16])[NH:14][C:13]([NH:39][CH:35]2[CH2:38][CH2:37][CH2:36]2)=[N:12][C:11]=1[NH:22][C@H:23]1[C@H:27]2[C@H:26]([O:30][C:29]([CH3:31])([CH3:32])[O:28]2)[C@@H:25]([CH2:33][OH:34])[CH2:24]1

Participants

4

Reactant 2

HCID 75645CyclobutylamineHCID 117677454HCID 117677454, compound

Product 1

HCID 136984071HCID 136984071, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

Compound 8 (100 mg, 0.197 mmol) was dissolved in MeCN (2 mL) and cyclobutylamine (168 μL, 1.97 mmol) was added. The reaction was heated to 80° C. for 1 h. The solvent was evaporated and the residue was purified by column chromatography on silica gel, eluting with EtOAc/hexane to give the title compound as a yellow solid. MS 498 (M+H).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by column chromatography on silica gel
  3. washeluting with EtOAc/hexane

Sources & evidence

ORD record
ord-162f79eb845043cfa5ce17764691c4e8
Source dataset
uspto-grants-2015_12
Patent number
US09221809B2

Reaction notes

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