Cyclobutylamine → HCID 57788012, compound

HRID 249945Notes

Reaction equation

HRID 249945 reaction equation
[C:1]([C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([S:19]([CH2:27][CH3:28])(=[N:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:20])[CH:14]=2)=[CH:5][C:4]=1[N:29]=[CH:30][N:31](C)C)#[N:2].[CH:34]1(N)[CH2:37][CH2:36][CH2:35]1.ClCCl.CO>CO>[CH:34]1([NH:2][C:1]2[C:3]3[C:4](=[CH:5][C:6]([O:11][CH2:12][C:13]4[CH:14]=[C:15]([S:19]([CH2:27][CH3:28])(=[N:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:20])[CH:16]=[CH:17][CH:18]=4)=[C:7]([O:9][CH3:10])[CH:8]=3)[N:29]=[CH:30][N:31]=2)[CH2:37][CH2:36][CH2:35]1

Participants

5

Reactant 3

HCID 75645CyclobutylamineHCID 21226129Dichloromethane methanolHCID 57787972HCID 57787972, compound

Product 1

HCID 57788012HCID 57788012, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to GWP 5, the reaction of N′-(2-cyano-5-{3-[(RS)-N-(ethoxycarbonyl)-S-ethylsulphonimidoyl]benzyloxy}-4-methoxyphenyl)-N,N-dimethylformimidamide (50 mg, 0.11 mmol) with cyclobutylamine (9.1 mg, 0.13 mmol) and chromatographic purification (silica gel, dichloromethane/methanol: 0→30% methanol) gives the desired product in 91% yield (48 mg).

Sources & evidence

ORD record
ord-8be23dc0f14e4edfbc92457e5e8fbf6f
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

Loading…