Methylamine → HCID 24952148, compound

HRID 448092Notes

Reaction equation

HRID 448092 reaction equation
[CH2:1]([N:5]1[C:9]([C:10](OCC)=[O:11])=[CH:8][S:7]/[C:6]/1=[CH:15]\[C:16]([C:18]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=1[O:25][CH3:26])=[O:17])[CH2:2][CH2:3][CH3:4].[CH3:27][NH2:28]>CO>[CH2:1]([N:5]1[C:9]([C:10]([NH:28][CH3:27])=[O:11])=[CH:8][S:7]/[C:6]/1=[CH:15]\[C:16]([C:18]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=1[O:25][CH3:26])=[O:17])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 24955349HCID 24955349, compound

Product 1

HCID 24952148HCID 24952148, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of Example 45 in methanol was added a solution of methylamine in methanol and stirred overnight. The title compound was obtained by concentration of the reaction solution. 1H NMR (300 MHz, DMSO-D6) δ ppm 0.92 (t, J=7.29 Hz, 3 H) 1.23-1.37 (m, 2 H) 1.71 (m, 2 H) 2.74 (d, J=4.75 Hz, 4 H) 3.87 (s, 3 H) 4.15-4.24 (m, 2 H) 6.66 (s, 1 H) 7.14 (d, J=8.81 Hz, 1 H) 7.21 (s, 1 H) 7.44 (dd, J=8.82, 2.71 Hz, 1 H) 7.66 (d, J=2.71 Hz, 1 H) 8.77 (d, J=4.75 Hz, 1 H). MS (DCI) m/z 381 (M+H)+. Anal calcd for C18H21ClN2O3S.1.2H2O.0.3 NH4OH: C, 52.81; H, 6.03; N, 7.87. Found: C, 52.52; H, 5.70; N, 7.81.

Sources & evidence

ORD record
ord-b5bebeca8ad0425db58d7f3acfe2312c
Source dataset
uspto-grants-2013_07
Patent number
US08481574B2

Reaction notes

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