1,4-Dioxa-8-azaspiro(4.5)decane → (S)-N-(1-(5-bromo-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)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 2170340Notes

Reaction equation

HRID 2170340 reaction equation
[Br:1][C:2]1[C:3]([C@@H:10]([NH:20][C:21](=[O:39])[CH2:22][N:23]2[C:31]3[C:30]([F:33])([F:32])[CH2:29][CH2:28][C:27]([F:35])([F:34])[C:26]=3[C:25]([CH:36]([F:38])[F:37])=[N:24]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]([NH:8][CH3:9])=[N:6][CH:7]=1.BrC1C([C@@H](NC(=O)CN2C3C(F)(F)CCC(F)(F)C=3C(C(F)F)=N2)CC2C=C(F)C=C(F)C=2)=NC(S(C)(=O)=O)=NC=1.[O:81]1[C:85]2([CH2:90]CN[CH2:87][CH2:86]2)[O:84][CH2:83][CH2:82]1>>[Br:1][C:2]1[C:3]([C@@H:10]([NH:20][C:21](=[O:39])[CH2:22][N:23]2[C:31]3[C:30]([F:33])([F:32])[CH2:29][CH2:28][C:27]([F:34])([F:35])[C:26]=3[C:25]([CH:36]([F:37])[F:38])=[N:24]2)[CH2:11][C:12]2[CH:13]=[C:14]([F:19])[CH:15]=[C:16]([F:18])[CH:17]=2)=[N:4][C:5]([N:8]2[CH2:87][CH2:86][C:85]3([O:84][CH2:83][CH2:82][O:81]3)[CH2:90][CH2:9]2)=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 90281385(S)-N-(1-(5-bromo-2-(methylsulfonyl)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)acetamideHCID 90281536(S)-N-(1-(5-bromo-2-(methylamino)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

Product 1

HCID 90281216(S)-N-(1-(5-bromo-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)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 (19A) was prepared according to the method presented for the synthesis of compound 14A of Example 14 utilizing 12C and 1,4-dioxa-8-azaspiro[4.5]decane. MS (m/z) 740.04 [M+H]+.

Sources & evidence

ORD record
ord-44c7694bf8f84655a75f7139b314669c
Source dataset
uspto-grants-2015_06
Patent number
US09050344B2

Reaction notes

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