N,N-Dimethylethylenediamine → HCID 68904470, compound

HRID 2198259Notes

Reaction equation

[CH:1]1([C:7]([NH:9][C:10]2[S:11][C:12]3[CH2:23][CH2:22][CH2:21][CH2:20][C:13]=3[C:14]=2[C:15](OCC)=[O:16])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:24][N:25]([CH3:29])[CH2:26][CH2:27][NH2:28]>>[CH:1]1([C:7]([NH:9][C:10]2[S:11][C:12]3[CH2:23][CH2:22][CH2:21][CH2:20][C:13]=3[C:14]=2[C:15]([NH:28][CH2:27][CH2:26][N:25]([CH3:29])[CH3:24])=[O:16])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 66053N,N-Dimethylethylenediamine

HCID 824297HCID 824297, compound

Product 1

HCID 68904470HCID 68904470, compound

Procedure

The product of Example 13 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 1.16-1.57 (m, 5H), 1.68-1.77 (m, 1H), 1.78-1.89 (m, 6H), 1.90-2.00 (m, 2H), 2.34-2.45 (m, 1H), 2.36 (s, 3H), 2.61-2.79 (m, 4H), 3.00 (s, 6H), 3.38 (t, J=5.9 Hz, 2H), 3.75 (t, J=5.9 Hz, 2H), 7.22 (d, J=8.1 Hz, 2H), 7.66-7.72 (m, 2H); MS (DCI/NH3) m/z 378 (M+H)+; anal. calculated for C20H31N3O2S.C7H8O3S.1.2H2O: C, 56.76; H, 7.30; N, 7.35. Found: C, 56.86; H, 7.45; N, 7.05.

Sources & evidence

ORD record: ord-d66daf8261174c628505c8bb0478e26c
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338623B2

Reaction notes

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