N,N-Dimethylethylenediamine → HCID 68910135, compound

HRID 2198258Notes

Reaction equation

[CH2:1]([CH:3]([CH2:21][CH3:22])[C:4]([NH:6][C:7]1[S:8][C:9]2[CH2:20][CH2:19][CH2:18][CH2:17][C:10]=2[C:11]=1[C:12]([O:14]CC)=O)=[O:5])[CH3:2].[CH3:23][N:24]([CH3:28])[CH2:25][CH2:26][NH2:27]>>[CH3:23][N:24]([CH3:28])[CH2:25][CH2:26][NH:27][C:12]([C:11]1[C:10]2[CH2:17][CH2:18][CH2:19][CH2:20][C:9]=2[S:8][C:7]=1[NH:6][C:4](=[O:5])[CH:3]([CH2:1][CH3:2])[CH2:21][CH3:22])=[O:14]

Participants

Reactant 2

HCID 66053N,N-Dimethylethylenediamine

HCID 3635219HCID 3635219, compound

Product 1

HCID 68910135HCID 68910135, compound

Procedure

The product of Example 14 and N,N-dimethylethylenediamine were processed as in Examples 29A, 29B and 5B to afford the title compound. 1H NMR (300 MHz, CD3OD) δ ppm 0.92 (t, J=7.5 Hz, 6H), 1.54-1.72 (m, 4H), 1.80-1.89 (m, 4H), 2.19-2.30 (m, 1H), 2.36 (s, 3H), 2.64-2.78 (m, 4H), 3.00 (s, 6H), 3.38 (t, J=5.9 Hz, 2H), 3.75 (t, J=5.8 Hz, 2H), 7.21 (d, J=7.8 Hz, 2H), 7.65-7.72 (m, 2H); MS (DCI/NH3) m/z 366 (M+H)+; anal. calculated for C19H31N3O2S.C7H8O3S—H2O: C, 56.19; H, 7.44; N, 7.56. Found: C, 56.43; H, 7.61; N, 7.61.

Sources & evidence

ORD record: ord-a76368542bc543acb1155c7353989ba4
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338623B2

Reaction notes

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