Methylamine → HCID 66996096, compound

HRID 1945202Notes

Reaction equation

HRID 1945202 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:18][CH3:19])=[C:6]([S:8][C:9]2[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][CH:10]=2)[CH:7]=1.Cl.[CH3:21][N:22](C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C.CN>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:18][CH3:19])=[C:6]([S:8][C:9]2[CH:17]=[CH:16][C:12]([C:13]([NH:22][CH3:21])=[O:14])=[CH:11][CH:10]=2)[CH:7]=1

Participants

8

Reactant 5

HCID 6329MethylamineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 66995605HCID 66995605, compound

Product 1

HCID 66996096HCID 66996096, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of the product from step (ii) (0.23 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.22 g), 1-hydroxybenzotriazole (0.15 g), N,N-diisopropylethylamine (0.3 g) and methylamine (2M in THF, 0.78 ml) in DMF (10 ml) was stirred at RT overnight. Water was added and the mixture extracted with ethylacetate, the organics were dried and evaporated under reduced pressure, yield 0.24 g.

Workup

  1. extractionthe mixture extracted with ethylacetate
  2. customthe organics were dried
  3. customevaporated under reduced pressure, yield 0.24 g

Sources & evidence

ORD record
ord-d063619303034644a78328a35d569edc
Source dataset
uspto-grants-2013_03
Patent number
US08394986B2

Reaction notes

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