Dimethylamine → HCID 90646530, compound

HRID 2200043Notes

Reaction equation

HRID 2200043 reaction equation
[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11](=[O:45])[NH:12][C@@H:13]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C@H:16]([O:23][C:24]3[CH:25]=[CH:26][C:27]4[N:28]([C:30]([N:33]5[CH2:38][CH2:37][CH:36]([CH2:39]OS(C)(=O)=O)[CH2:35][CH2:34]5)=[N:31][N:32]=4)[CH:29]=3)[CH2:15][CH2:14]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:46][NH:47][CH3:48]>>[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([NH:12][C@@H:13]2[C:22]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[C@H:16]([O:23][C:24]3[CH:25]=[CH:26][C:27]4[N:28]([C:30]([N:33]5[CH2:34][CH2:35][CH:36]([CH2:39][N:47]([CH3:48])[CH3:46])[CH2:37][CH2:38]5)=[N:31][N:32]=4)[CH:29]=3)[CH2:15][CH2:14]2)=[O:45])[CH:6]=1)([CH3:2])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 117729001HCID 117729001, compound

Product 1

HCID 90646530HCID 90646530, compound

Procedure

Intermediate 15c was reacted with dimethylamine in an analogous manner to that described in Example 14 step i to give the title compound. LCMS (Method 5): Rt: 3.30 min, m/z 587.4 [MH+]. 1H NMR (400 MHz, d6-DMSO): 1.28 (9H, s), 1.33-1.47 (2H, m), 1.64-1.75 (1H, m), 1.75-1.84 (2H, m), 1.85-2.11 (4H, m), 2.13-2.20 (8H, m), 2.85-2.99 (2H, m), 3.35-3.47 (2H, m, obscured by water), 4.86-4.94 (1H, m), 5.56 (1H, t, J=4.5 Hz), 6.41 (1H, s), 7.01 (1H, d, J=8.4 Hz), 7.20 (1H, dd, J=9.8, 2.2 Hz), 7.27-7.34 (1H, m), 7.35-7.43 (3H, m), 7.62 (1H, d, J=10.2 Hz), 7.65 (1H, d, J=1.7 Hz), 8.20 (1H, s).

Sources & evidence

ORD record
ord-c7c3244d82b54daeaa1504a007b16bed
Source dataset
uspto-grants-2016_06
Patent number
US09359354B2

Reaction notes

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