N,N-Dimethyl-1,3-propanediamine → HCID 86638101, compound

HRID 907364Notes

Reaction equation

HRID 907364 reaction equation
[CH2:1]([C:6]1[S:10][C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:22])[CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[CH:18]=2)=[O:13])=[N:8][C:7]=1[C:23](O)=[O:24])[CH2:2][CH:3]([CH3:5])[CH3:4].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:50][N:51]([CH2:53][CH2:54][CH2:55][NH2:56])[CH3:52]>CN(C=O)C.CN1CCOCC1>[CH3:50][N:51]([CH3:52])[CH2:53][CH2:54][CH2:55][NH:56][C:23]([C:7]1[N:8]=[C:9]([NH:11][C:12]([C:14]2[N:15]([CH3:22])[CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[CH:18]=2)=[O:13])[S:10][C:6]=1[CH2:1][CH2:2][CH:3]([CH3:5])[CH3:4])=[O:24]

Participants

6

Reactant 3

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86638099HCID 86638099, compound

Product 1

HCID 86638101HCID 86638101, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 79724-MethylmorpholineSolvent

Procedure

5-Isopentyl-2-{[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino}-1,3-thiazole-4-carboxylic acid (570 mg, 1.56 mmol; see step (iv) above) was dissolved in DMF (2.5 mL, dry) to which NMM (0.5 mL, dry), HBTU (1.18 g, 3.12 mmol) and dimethylaminopropylamine (318 mg, 3.12 mmol, Aldrich) were added at room temperature with stirring. After the standard work up and purification, the sub-title compound was obtained as a yellow solid (660 mg, 94%), m.p.>230° C.

Workup

  1. additionwere added at room temperature
  2. customAfter the standard work up and purification

Sources & evidence

ORD record
ord-c7038a40205240fa8b615ce625ee761d
Source dataset
uspto-grants-2011_09
Patent number
US08012967B2

Reaction notes

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