Thiourea → HCID 22179682, compound

HRID 1796664Notes

Reaction equation

HRID 1796664 reaction equation
Br[CH2:2][C:3]([NH:5][C:6]1[C:7]([CH3:31])=[C:8]2[C:13]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:17][CH:16]=3)=[C:12]([C:28]#[N:29])[CH:11]=[N:10][N:9]2[CH:30]=1)=[O:4].[NH2:32][C:33]([NH2:35])=[S:34]>CC(C)=O>[NH2:35][C:33]1[S:34][CH2:2][C:3]([NH:5][C:6]2[C:7]([CH3:31])=[C:8]3[C:13]([NH:14][C:15]4[CH:20]=[CH:19][C:18]([O:21][C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)=[CH:17][CH:16]=4)=[C:12]([C:28]#[N:29])[CH:11]=[N:10][N:9]3[CH:30]=2)([OH:4])[N:32]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 22179688HCID 22179688, compound

Product 1

HCID 22179682HCID 22179682, compoundYield 74.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 425A (20 mg, 0.04 mmol) and thiourea (5.4 mg, 0.068 mmol) in acetone (2 ml) was heated at 70° C. for 2.5 h, then stirred at rt overnight. Filtered, the solid was washed with cold acetone and hexanes, dried to give the hydrobromide salt of 425 (14 mg, 63%) as a white solid. It has a retention time of 5.47 min (standard LC1 method, 8 min run). MS Found: (M+H)+=472.0

Workup

  1. filtrationFiltered
  2. washthe solid was washed with cold acetone and hexanes
  3. customdried

Sources & evidence

ORD record
ord-7aa781a4930146e69cb6d68253bbed9e
Source dataset
uspto-grants-2006_04
Patent number
US07030112B2

Reaction notes

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