4-(4-Bromophenyl)-1,3-thiazol-2-amine hydrobromide → N-[4'-(2-Amino-4-thiazolyl)-6-methyl-[1,1'-biphenyl]-3-yl]-2-(1-pyrrolidinyl)-4-pyridinecarboxamide

HRID 31438Notes

Reaction equation

HRID 31438 reaction equation
Br.Br[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([NH2:14])[S:12][CH:13]=2)=[CH:5][CH:4]=1.[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23]([C:25]2[CH:30]=[CH:29][N:28]=[C:27]([N:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)[CH:26]=2)=[O:24])=[CH:18][C:17]=1B1OC(C)(C)C(C)(C)O1>>[NH2:14][C:11]1[S:12][CH:13]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([C:17]3[C:16]([CH3:15])=[CH:21][CH:20]=[C:19]([NH:22][C:23]([C:25]4[CH:30]=[CH:29][N:28]=[C:27]([N:31]5[CH2:32][CH2:33][CH2:34][CH2:35]5)[CH:26]=4)=[O:24])[CH:18]=3)=[CH:4][CH:5]=2)[N:10]=1

Participants

3

Reactant 2

HCID 27878804-(4-Bromophenyl)-1,3-thiazol-2-amine hydrobromideHCID 11258289N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-2-pyrrolidin-1-yl-isonicotinamide2×

Product 1

HCID 10072721N-[4'-(2-Amino-4-thiazolyl)-6-methyl-[1,1'-biphenyl]-3-yl]-2-(1-pyrrolidinyl)-4-pyridinecarboxamide

Procedure

Example 9 was prepared using using 4-(4-bromophenyl)-2-thiazolamine monohydrobromide and N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]-2-(1-pyrrolidinyl)-4-pyridinecarboxamide (Intermediate 20).

Workup

  1. customExample 9 was prepared

Sources & evidence

ORD record
ord-222359a1bdb64415908fbb769c7d9500
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Reaction notes

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