Thiourea → 4-[[4-(4-Pyridinyl)phenyl]methyl]-2-thiazolamine

HRID 2053045Notes

Reaction equation

HRID 2053045 reaction equation
[N:1]1[CH:6]=[CH:5][C:4](B(O)O)=[CH:3][CH:2]=1.Br[C:11]1[CH:23]=[CH:22][C:14]([CH2:15][C:16]2[N:17]=[C:18]([NH2:21])[S:19][CH:20]=2)=[CH:13][CH:12]=1.BrCC(=O)CC1C=CC(Br)=CC=1.NC(N)=S>C(O)C>[N:1]1[CH:6]=[CH:5][C:4]([C:11]2[CH:23]=[CH:22][C:14]([CH2:15][C:16]3[N:17]=[C:18]([NH2:21])[S:19][CH:20]=3)=[CH:13][CH:12]=2)=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 2723790ThioureaHCID 2734379(Pyridin-4-yl)boronic acidHCID 234041201-Bromo-3-(4-bromophenyl)propan-2-oneHCID 432604114-[(4-Bromophenyl)methyl]-1,3-thiazol-2-amine

Product 1

HCID 589307704-[[4-(4-Pyridinyl)phenyl]methyl]-2-thiazolamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a similar manner to Preparation 6, step 3, the Suzuki coupling reaction of pyridine-4-yl boronic acid and 4-(4-bromo-benzyl)-thiazol-2-ylamine, was prepared via reaction of 1-bromo-3-(4-bromo-phenyl)-propan-2-one and thiourea in ethyl alcohol according to the procedure described in Preparation 1, step 2, gave the title compound 7. LC/MS m/z 268.08 (M+H)+; HPLC Rt: 0.598 min.

Workup

  1. customIn a similar manner to Preparation 6, step 3
  2. customdescribed in Preparation 1, step 2

Sources & evidence

ORD record
ord-5260b3b51bf646e1bbcef70729fc97f2
Source dataset
uspto-grants-2008_02
Patent number
US07326728B2

Reaction notes

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