(S)-5-(2-((2-(1H-1,2,3-triazol-1-yl)ethyl)amino)-4-(1-amino-2-(3,5-difluorophenyl)ethyl)pyrimidin-5-yl)-2-fluorobenzamide hydrochloride → (S)-6-(4-(1-amino-2-(3,5-difluorophenyl)ethyl)-2-(1H-1,2,4-triazol-1-yl)pyrimidin-5-yl)isoindolin-1-one hydrochloride

HRID 2170357Notes

Reaction equation

[ClH:1].N1(CCNC2N=C([C@@H](N)CC3C=C(F)C=C(F)C=3)C(C3C=CC(F)=C(C=3)C(N)=O)=CN=2)C=CN=N1.[F:37][C:38]1[CH:39]=[C:40]([CH2:45][C@H:46]([NH:68]C(=O)OC(C)(C)C)[C:47]2[C:52]([C:53]3[CH:54]=[C:55]4[C:59](=[CH:60][CH:61]=3)[CH2:58][NH:57][C:56]4=[O:62])=[CH:51][N:50]=[C:49]([N:63]3[CH:67]=[N:66][CH:65]=[N:64]3)[N:48]=2)[CH:41]=[C:42]([F:44])[CH:43]=1>>[ClH:1].[NH2:68][C@H:46]([C:47]1[C:52]([C:53]2[CH:54]=[C:55]3[C:59]([CH2:58][NH:57][C:56]3=[O:62])=[CH:60][CH:61]=2)=[CH:51][N:50]=[C:49]([N:63]2[CH:67]=[N:66][CH:65]=[N:64]2)[N:48]=1)[CH2:45][C:40]1[CH:41]=[C:42]([F:44])[CH:43]=[C:38]([F:37])[CH:39]=1

Participants

Reactant 2

HCID 90281374(S)-5-(2-((2-(1H-1,2,3-triazol-1-yl)ethyl)amino)-4-(1-amino-2-(3,5-difluorophenyl)ethyl)pyrimidin-5-yl)-2-fluorobenzamide hydrochloride

HCID 90290149(S)-tert-butyl (2-(3,5-difluorophenyl)-1-(5-(3-oxoisoindolin-5-yl)-2-(1H-1,2,4-triazol-1-yl)pyrimidin-4-yl)ethyl)carbamate

Product 1

HCID 90281586(S)-6-(4-(1-amino-2-(3,5-difluorophenyl)ethyl)-2-(1H-1,2,4-triazol-1-yl)pyrimidin-5-yl)isoindolin-1-one hydrochloride

Procedure

The title compound (29C) was prepared according to the method presented for the synthesis of compound 23E of Example 23 utilizing 29B. MS (m/z) 434.11[M+H]+

Sources & evidence

ORD record: ord-a08f2369beb44d24817590334e7e4a24
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09050344B2

Reaction notes

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