5-(1-(t-butoxycarbonyl)-1,2,3,6-tetrahydropyrid-4-yl)-7-(2-(1(S)-phenylethyl)amino-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine → 5-(2(R)-(hydroxymethyl)pyrrolidin-1-yl)-7-(2-(1(S)-phenylethyl)amino-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine

HRID 897417Notes

Reaction equation

HRID 897417 reaction equation
[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]1[N:13]2[CH:14]=[N:15][N:16]=[C:12]2[C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)=[C:10]([C:27]2[CH:32]=[CH:31][N:30]=[C:29](Cl)[CH:28]=2)[N:9]=1.C(OC(N1CC=C(C2N3C=NN=C3C(C3C=CC=C(C(F)(F)F)C=3)=C(C3C=CN=C([NH:72][C@H:73]([C:75]4[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=4)[CH3:74])C=3)N=2)CC1)=O)(C)(C)C>>[OH:1][CH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]1[N:13]2[CH:14]=[N:15][N:16]=[C:12]2[C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)=[C:10]([C:27]2[CH:32]=[CH:31][N:30]=[C:29]([NH:72][C@H:73]([C:75]3[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=3)[CH3:74])[CH:28]=2)[N:9]=1

Participants

3

Reactant 2

HCID 208169045-(1-(t-butoxycarbonyl)-1,2,3,6-tetrahydropyrid-4-yl)-7-(2-(1(S)-phenylethyl)amino-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidineHCID 208169085-(2(R)-(hydroxymethyl)-pyrrolidin-1-yl)-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine

Product 1

HCID 208169075-(2(R)-(hydroxymethyl)pyrrolidin-1-yl)-7-(2-(1(S)-phenylethyl)amino-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine

Procedure

The title compound was synthesized from 5-(2(R)-(hydroxymethyl)-pyrrolidin-1-yl)-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine in the same manner as 5-(1-(t-butoxycarbonyl)-1,2,3,6-tetrahydropyrid-4-yl)-7-(2-(1(S)-phenylethyl)amino-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine; MS (m/z) 560.4 (M+H)+; C30H28F3N7O requir. 559.59.

Sources & evidence

ORD record
ord-52f4b5b971b04086b8faf3758bdb199a
Source dataset
uspto-grants-2005_07
Patent number
US06921762B2

Reaction notes

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