Propylamine → HCID 28785634, compound

HRID 964629Notes

Reaction equation

HRID 964629 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]=[C:11]=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[CH2:13]([NH2:16])[CH2:14][CH3:15].[O-]S(S([O-])=O)=O.[Na+].[Na+]>C1COCC1.C1COCC1.O>[NH2:1][C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:16][CH2:13][CH2:14][CH3:15])=[O:12])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 7852PropylamineHCID 24489Sodium DithioniteHCID 768353-Nitrophenyl isocyanate

Product 1

HCID 28785634HCID 28785634, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21881883Oxolane--water (1/1)Solvent

Procedure

Following the procedure described in part E of Example 1 (R), (S)-α-[[2-[((1,1-dimethylethyl)dimethylsilyl)oxy]-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-4-methoxybenzeneacetic acid was condensed with N-3-aminophenyl-N'-propylurea to generate the title compound. The N-3-aminophenyl-N'-propylurea was prepared by sequentially treating commercial 3-nitrophenylisocyanate with PrNH2 in THF at 20° C. followed by reduction with Na2S2O4 in THF/H2O at 100° C.

Sources & evidence

ORD record
ord-c7215109f2384fb4a7824187fcb5a9be
Source dataset
uspto-grants-1998_06
Patent number
US05770615

Reaction notes

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