Thiourea → HCID 86666221, compound

HRID 474710Notes

Reaction equation

HRID 474710 reaction equation
[OH:1][CH:2]=[C:3]([CH2:8][C:9]1[N:10]([CH3:18])[C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:4](OC)=O.[NH2:19][C:20]([NH2:22])=[S:21]>CO>[CH3:18][N:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[C:9]1[CH2:8][C:3]1[C:2](=[O:1])[NH:19][C:20](=[S:21])[NH:22][CH:4]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 67776698HCID 67776698, compound

Product 1

HCID 86666221HCID 86666221, compoundYield 56.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 3-hydroxy-2-[(1-methyl-1H-indol-2-yl)methyl]-2-propenoate (0.363 g, 1.482 mmol) in MeOH (5 mL) was added thiourea (0.30 g, 3.94 mmol). The mixture was heated at 50° C. for 6 h. Purification via MDAP then afforded the title compound (240 mg, 0.840 mmol, 56.7% yield). LCMS: rt=2.40 min, [M+H+]=272

Workup

  1. customPurification via MDAP

Sources & evidence

ORD record
ord-c691be1cbcbb4ef5a5df8aeb9823512d
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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