Diisopropylethylamine → HCID 178502528, compound

HRID 77560Notes

Reaction equation

HRID 77560 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[C:10]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=2[O:18][CH3:19])=[CH:9][C:8](=[O:20])[NH:7][C:6]1=[S:21].[NH2:22][C:23](=[N:29][C:30](=[O:33])[O:31][CH3:32])N1C=CC=N1.C(N(CC)C(C)C)(C)C>CN(C=O)C>[NH2:22][C:23](=[N:29][C:30](=[O:33])[O:31][CH3:32])[NH:1][CH2:2][CH2:3][CH2:4][N:5]1[C:10]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=2[O:18][CH3:19])=[CH:9][C:8](=[O:20])[NH:7][C:6]1=[S:21]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 72641374methyl [amino(1H-pyrazol-1-yl)methylidene]carbamateHCID 866847011-(3-aminopropyl)-6-(5-chloro-2-methoxyphenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

Product 1

HCID 178502528HCID 178502528, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-(3-aminopropyl)-6-(5-chloro-2-methoxyphenyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (prepared in an analogous manner to Example 6; 50 mg, 0.14 mmol) and methyl [amino(1H-pyrazol-1-yl)methylidene]carbamate (28 mg, 0.16 mmol) in DMF (0.46 mL) was added N,N-diisopropylethylamine (0.024 mL, 0.14 mmol) at room temperature, and the mixture was stirred for 72 hours. The solvent was removed under reduced pressure, the residue was dissolved in DMSO (0.9 mL) and purified using mass-triggered automatic purification to give the title compound (4.9 mg)

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue was dissolved in DMSO (0.9 mL)
  3. custompurified
  4. customautomatic purification

Sources & evidence

ORD record
ord-13fc894fc856412e9421611ddc8fd4d4
Source dataset
uspto-grants-2014_09
Patent number
US08841314B2

Reaction notes

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