Methylamine → HCID 66996096, compound

HRID 1675607Notes

Reaction equation

HRID 1675607 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-1289d243a24247e0be94ee51ace528c9
Source dataset
uspto-grants-2011_08
Patent number
US08003703B2

Reaction notes

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