Rodatristat → (S)-isopropyl 8-(2-amino-6-((R)-1-(5-chloro-[1,1'-biphenyl]-2-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylate

HRID 1499288Notes

Reaction equation

HRID 1499288 reaction equation
NC1N=[C:6](N2CCC3(CN[C@H](C(OC(C)C)=O)C3)CC2)[CH:5]=[C:4](O[C@H](C2C=CC(C3C=CC(C)=C(C)C=3)=CC=2N2C=CC(C)=N2)C(F)(F)F)N=1.[NH2:50][C:51]1[N:56]=[C:55]([N:57]2[CH2:69][CH2:68][C:60]3([CH2:64][NH:63][C@H:62]([C:65]([OH:67])=[O:66])[CH2:61]3)[CH2:59][CH2:58]2)[CH:54]=[C:53]([O:70][C@H:71]([C:76]2[CH:81]=[CH:80][C:79]([Cl:82])=[CH:78][C:77]=2[C:83]2[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=2)[C:72]([F:75])([F:74])[F:73])[N:52]=1>>[NH2:50][C:51]1[N:56]=[C:55]([N:57]2[CH2:58][CH2:59][C:60]3([CH2:64][NH:63][C@H:62]([C:65]([O:67][CH:5]([CH3:6])[CH3:4])=[O:66])[CH2:61]3)[CH2:68][CH2:69]2)[CH:54]=[C:53]([O:70][C@H:71]([C:76]2[CH:81]=[CH:80][C:79]([Cl:82])=[CH:78][C:77]=2[C:83]2[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=2)[C:72]([F:75])([F:74])[F:73])[N:52]=1

Participants

3

Reactant 2

HCID 117947705RodatristatHCID 117952625(S)-isopropyl 8-(2-amino-6-((R)-1-(3',4'-dimethyl-3-(3-methyl-1H-pyrazol-1-yl)-[1,1'-biphenyl]-4-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylate

Product 1

HCID 117947684(S)-isopropyl 8-(2-amino-6-((R)-1-(5-chloro-[1,1'-biphenyl]-2-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylate

Procedure

The title compound was prepared as described for (S)-isopropyl 8-(2-amino-6-((R)-1-(3′,4′-dimethyl-3-(3-methyl-1H-pyrazol-1-yl)-[1,1′-biphenyl]-4-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylate (Example 67a) starting with (S)-8-(2-amino-6-((R)-1-(5-chloro-[1,1′-biphenyl]-2-yl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-3-carboxylic acid (Example 34c).

Sources & evidence

ORD record
ord-29d2454ae4a249f5a7081abbcca3d8f9
Source dataset
uspto-grants-2015_12
Patent number
US09199994B2

Reaction notes

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