Dicyclohexylcarbodiimide → HCID 70975398, compound

HRID 629020Notes

Reaction equation

HRID 629020 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[N:23]=[C:22]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[C:21]([S:30][CH3:31])=[CH:20][N:19]=2)=[CH:14][CH:13]=1)=S.C1(N=C=NC2CCCCC2)CCCCC1>C1COCC1>[CH3:31][S:30][C:21]1[C:22]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[N:23][C:18]([C:15]2[CH:16]=[CH:17][C:12]([NH:11][C:9]3[NH:8][C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[N:1]=3)=[CH:13][CH:14]=2)=[N:19][CH:20]=1

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 86673506HCID 86673506, compound

Product 1

HCID 70975398HCID 70975398, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
64 °C

Procedure

A suspension of 1-(2-aminophenyl)-3-(4-(5-(methylthio)-4-morpholinopyrimidin-2-yl)phenyl)thiourea (60 mg, 0.132 mmole) and dicyclohexylcarbodiimide (31 mg, 0.15 mmole) in THF (5 ml) was heated at 64° C. for 20 hr. The cooled mixture was purified by flash chromatography to give a product (40 mg, 73%).

Workup

  1. customThe cooled mixture was purified by flash chromatography

Sources & evidence

ORD record
ord-72758a4e155540a6af17871e6547a40d
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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