N-bromobutanimide → (S)-N1-(5-(1-methyl-1H-indazol-6-yl)thiazol-2-yl)-3-(4-(trifluoromethyl)phenyl)propane-1,2-diamine

HRID 661097Notes

Reaction equation

HRID 661097 reaction equation
N[C@:2]1([NH:21][CH2:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28](Cl)=[CH:27][CH:26]=2)[NH:6][C:5](C(F)(F)F)=[C:4]([C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[CH:17]=[N:16]C=C3)[S:3]1.BrC1SC(N)=NC=1[C:39]([F:42])([F:41])[F:40].FC(F)(F)[C:45]1[N:46]=C(N)SC=1.Br[N:54]1C(=O)CCC1=O>>[NH2:54][C@@H:23]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([C:39]([F:42])([F:41])[F:40])=[CH:29][CH:30]=1)[CH2:22][NH:21][C:2]1[S:3][C:4]([C:11]2[CH:12]=[C:13]3[C:18]([CH:17]=[N:16][N:46]3[CH3:45])=[CH:19][CH:20]=2)=[CH:5][N:6]=1

Participants

5

Reactant 4

HCID 67184N-bromobutanimideHCID 12014172-Thiazolamine, 4-(trifluoromethyl)-HCID 157107015-Bromo-4-(trifluoromethyl)-1,3-thiazol-2-amineHCID 131729329(S)-2-amino-3-(4-chlorophenyl)propyl-5-(isoquinolin-6-yl)-4-(trifluoromethyl)thiazol-2-amine

Product 1

HCID 46880371(S)-N1-(5-(1-methyl-1H-indazol-6-yl)thiazol-2-yl)-3-(4-(trifluoromethyl)phenyl)propane-1,2-diamine

Procedure

Example 168, N—((S)-2-amino-3-(4-chlorophenyl)propyl-5-(isoquinolin-6-yl)-4-(trifluoromethyl)thiazol-2-amine: The title compound was synthesized in a manner similar manner to that described for Example 165 using 5-bromo-4-(trifluoromethyl)thiazol-2-amine as the starting material which was synthesized by treating 4-(trifluoromethyl)thiazol-2-amine with N-bromosuccinimide. Theoretical (M+H) 463.1 found 463.1.

Workup

  1. customwas synthesized

Sources & evidence

ORD record
ord-367a3aa61f984213834f8dab6e8fb1a7
Source dataset
uspto-grants-2011_12
Patent number
US08084479B2

Reaction notes

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