tert-butyl N-((2R)-1-hydroxypropan-2-yl)carbamate → (6R)-6-methyl-2-phenoxymethyl-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyrazine

HRID 1773790Notes

Reaction equation

HRID 1773790 reaction equation
C(OC(C1NN=C(COC2C=CC=CC=2)C=1)=O)C.C(OC(=O)N[C@H](C)CO)(C)(C)C.C(OC([C:36]1[N:37]([CH2:49][CH:50]([NH:52][C:53](OC(C)(C)C)=O)[CH3:51])[N:38]=[C:39]([CH2:41][O:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:40]=1)=O)C.CC1CN2N=C(COC3C=CC=CC=3)C=C2C(=O)N1.CC1CN2N=C(COC3C=CC=CC=3)C=C2CN1>>[CH3:51][C@@H:50]1[CH2:49][N:37]2[N:38]=[C:39]([CH2:41][O:42][C:43]3[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=3)[CH:40]=[C:36]2[CH2:53][NH:52]1

Participants

6

Reactant 5

HCID 13200309tert-butyl N-((2R)-1-hydroxypropan-2-yl)carbamateHCID 67958408ethyl 1-{2-[(tert-butoxycarbonyl)amino]propyl}-3-(phenoxymethyl)-1H-pyrazole-5-carboxylateHCID 67960066HCID 67960066, compoundHCID 67960219HCID 67960219, compoundHCID 178469067HCID 178469067, compound

Product 1

HCID 71009020(6R)-6-methyl-2-phenoxymethyl-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyrazine

Procedure

The compound was prepared from 5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester and (1R)-2-hydroxy-1-methyl-ethyl-carbamic acid tert-butyl ester using the methods described in the preceding examples 11 (rac-2-(2-tert-butoxycarbonylamino-propyl)-5-phenoxymethyl-2H-pyrazole-3-carboxylic acid ethyl ester), 12 (rac-6-methyl-2-phenoxymethyl-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one), and 13 (rac-6-methyl-2-phenoxymethyl-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyrazine).

Sources & evidence

ORD record
ord-6a819d7dc3c44b918d3617d32b0abeb2
Source dataset
uspto-grants-2016_02
Patent number
US09255103B2

Reaction notes

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