(S)-2-((tert-butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate → (S)-N-(1-(2-Aminopropyl)-1H-pyrazol-4-yl)-5-(m-tolyl)oxazole-4-carboxamide

HRID 624077Notes

Reaction equation

HRID 624077 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([NH:9][C:10]([C:12]2[N:13]=[CH:14][O:15][C:16]=2[C:17]2[CH:18]=[C:19]([CH3:23])[CH:20]=[CH:21][CH:22]=2)=[O:11])[CH:6]=[N:5]1.[CH3:24]C1C=CC(S(OC[C@@H](NC(OC(C)(C)C)=O)C)(=O)=O)=CC=1>>[NH2:1][C@@H:2]([CH3:24])[CH2:3][N:4]1[CH:8]=[C:7]([NH:9][C:10]([C:12]2[N:13]=[CH:14][O:15][C:16]=2[C:17]2[CH:18]=[C:19]([CH3:23])[CH:20]=[CH:21][CH:22]=2)=[O:11])[CH:6]=[N:5]1

Participants

3

Reactant 2

HCID 13200311(S)-2-((tert-butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate2×HCID 86704224N-(1-(2-Aminoethyl)-1H-pyrazol-4-yl)-5-(m-tolyl)oxazole-4-carboxamide

Product 1

HCID 86704228(S)-N-(1-(2-Aminopropyl)-1H-pyrazol-4-yl)-5-(m-tolyl)oxazole-4-carboxamide

Procedure

The title compound was synthesized according to procedure described for N-(1-(2-aminoethyl)-1H-pyrazol-4-yl)-5-(m-tolyl)oxazole-4-carboxamide starting with (S)-2-((tert-butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate. Synthesis of (S)-2-((tert-butoxycarbonyl)amino)propyl 4-methylbenzenesulfonate was performed according to Bioorg. Med. Chem. 16 (2008) 1966-1982. LC-MS conditions B: tR=0.55 min, [M+H]+=326.11.

Sources & evidence

ORD record
ord-9b8d1cabb4534ce789d0bdc8c0587258
Source dataset
uspto-grants-2016_04
Patent number
US09303023B2

Reaction notes

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