tert-butyl N-(2-hydroxyethyl)carbamate → (rac)-2-(1-Phenoxy-ethyl)-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one

HRID 2046182Notes

Reaction equation

HRID 2046182 reaction equation
C(O[C:4]([C:6]1[NH:7][N:8]=[C:9]([CH:11]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:12])[CH:10]=1)=[O:5])C.CC(OC([NH:27][CH2:28][CH2:29]O)=O)(C)C.C(OC(C1N(CC(NC(OC(C)(C)C)=O)C)N=C(COC2C=CC=CC=2)C=1)=O)C.O(CC1C=C2C(=O)NCCN2N=1)C1C=CC=CC=1>>[O:13]([CH:11]([C:9]1[CH:10]=[C:6]2[C:4](=[O:5])[NH:27][CH2:28][CH2:29][N:7]2[N:8]=1)[CH3:12])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 4

HCID 2733206tert-butyl N-(2-hydroxyethyl)carbamateHCID 57411799HCID 57411799, compoundHCID 67958408ethyl 1-{2-[(tert-butoxycarbonyl)amino]propyl}-3-(phenoxymethyl)-1H-pyrazole-5-carboxylateHCID 178468931HCID 178468931, compound

Product 1

HCID 67974295(rac)-2-(1-Phenoxy-ethyl)-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one

Procedure

The compound was prepared from (rac)-5-(1-phenoxy-ethyl)-2H-pyrazole-3-carboxylic acid ethyl ester and tert-butyl n-(2-hydroxyethyl)carbamate using the methods described in the preceding examples 7 ((rac)-2-(2-tert-butoxycarbonylamino-propyl)-5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester) and 6 (2-phenoxymethyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one).

Sources & evidence

ORD record
ord-3846b304d3334993be2ee6beebfbc7f8
Source dataset
uspto-grants-2013_11
Patent number
US08592422B2

Reaction notes

Loading…