Benzylamine → HCID 17869533, compound

HRID 2198256Notes

Reaction equation

HRID 2198256 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]([O:17]CC)=O)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:24]([NH2:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH2:24]([NH:31][C:15]([C:14]1[C:13]2[CH2:20][CH2:21][CH2:22][CH2:23][C:12]=2[S:11][C:10]=1[NH:9][C:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:8])=[O:17])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 824297HCID 824297, compound

Product 1

HCID 17869533HCID 17869533, compound

Procedure

The product of Example 13 and benzylamine were processed as in Examples 29A and 29B to afford the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 1.19-1.41 (m, 3H), 1.45-1.62 (m, 2H), 1.64-1.73 (m, 1H), 1.76-1.88 (m, 6H), 1.96-2.06 (m, 2H), 2.38 (tt, J=11.5, 3.6 Hz, 1H), 2.61-2.72 (m, 4H), 4.63 (d, J=5.4 Hz, 2H), 6.18-6.26 (m, 1H), 7.27-7.42 (m, 5H), 12.15 (s, 1H); MS (DCI/NH3) m/z 397 (M+H)+; anal. calculated for C23H28N2O2S: C, 69.66; H, 7.12; N, 7.06. Found: C, 69.62; H, 7.07; N, 6.88.

Sources & evidence

ORD record
ord-21bd9e5013c64628aa87a4ce09559a23
Source dataset
uspto-grants-2012_12
Patent number
US08338623B2

Reaction notes

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