2-Bromoethyl methyl ether → HCID 178495753, compound

HRID 255081Notes

Reaction equation

HRID 255081 reaction equation
[N:1]1[O:2][N:3]=[C:4]2[CH2:9][CH2:8][C:7]3[S:10][C:11]([NH:13][C:14]([C:16]45[CH2:23][CH:22]6[CH2:24][CH:18]([CH2:19][CH:20]4[CH2:21]6)[CH2:17]5)=[O:15])=[N:12][C:6]=3[C:5]=12.[CH3:25][O:26][CH2:27][CH2:28]Br>>[CH3:25][O:26][CH2:27][CH2:28][N:12]1[C:6]2[C:5]3=[N:1][O:2][N:3]=[C:4]3[CH2:9][CH2:8][C:7]=2[S:10]/[C:11]/1=[N:13]\[C:14]([C:16]12[CH2:17][CH:18]3[CH2:24][CH:22]([CH2:21][CH:20]1[CH2:19]3)[CH2:23]2)=[O:15]

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 86619049HCID 86619049, compound

Product 1

HCID 178495753HCID 178495753, compound

Procedure

The product from Example 71B and 2-bromoethyl methyl ether were processed according to the method of Example 1B to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.44-1.70 (m, 4 H), 1.70-1.87 (m, 4 H), 2.14 (d, J=11.2 Hz, 2 H), 2.29 (s, 2 H), 2.59 (t, J=6.8 Hz, 1 H), 3.13 (t, J=7.1 Hz, 2 H), 3.21-3.30 (m, 5 H), 3.63-3.85 (m, 2 H), 4.69 (t, J=5.8 Hz, 2 H); MS (ESI+) m/z 401 (M+H)+; Anal. Calculated for C20H24N4O3S: C, 59.98; H, 6.04; N, 13.99. Found: C, 59.90; H, 6.09; N, 13.95.

Sources & evidence

ORD record
ord-2ae03171736a4e4496d0bb24f5ea2a48
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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