2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetic acid → (S)-N-(1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

HRID 2170328Notes

Reaction equation

HRID 2170328 reaction equation
[Br:1][C:2]1[C:3]([C@H:10]([NH:20]C(=O)CN2C3CCCCC=3C(C(F)(F)F)=N2)[CH2:11][C:12]2[CH:17]=[C:16]([F:18])[CH:15]=[C:14]([F:19])[CH:13]=2)=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1.[F:37][CH:38]([F:56])[C:39]1[C:47]2[C:46]([F:49])([F:48])[CH2:45][CH2:44][C:43]([F:51])([F:50])[C:42]=2[N:41]([CH2:52][C:53](O)=[O:54])[N:40]=1.Cl.BrC1C([C@@H](N)CC2C=C(F)C=C(F)C=2)=NC(SC)=NC=1>>[Br:1][C:2]1[C:3]([C@@H:10]([NH:20][C:53](=[O:54])[CH2:52][N:41]2[C:42]3[C:43]([F:50])([F:51])[CH2:44][CH2:45][C:46]([F:49])([F:48])[C:47]=3[C:39]([CH:38]([F:56])[F:37])=[N:40]2)[CH2:11][C:12]2[CH:17]=[C:16]([F:18])[CH:15]=[C:14]([F:19])[CH:13]=2)=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 867198242-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetic acidHCID 90280175(S)-1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethanamine hydrochlorideHCID 90281265(R)-N-(1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

Product 1

HCID 90281228(S)-N-(1-(5-bromo-2-(methylthio)pyrimidin-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

Procedure

The title compound (12B) was prepared according to the method presented for the synthesis of compound 11G of Example 11 utilizing 2-(3-(difluoromethyl)-4,4,7,7-tetrafluoro-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetic acid and 12A. MS (m/z) 644.22 [M+H]+.

Sources & evidence

ORD record
ord-e0b40ea5952f418c8348b6c1ece33769
Source dataset
uspto-grants-2015_06
Patent number
US09050344B2

Reaction notes

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