Pyrazin-2-ylmethyl methanesulfonate → HCID 57974366, compound

HRID 1864248Notes

Reaction equation

HRID 1864248 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[O:20][C@H:21]([CH3:28])[CH2:22][N:23]([CH3:27])[C:24](=[O:26])[CH3:25])[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[OH:8].CS(O[CH2:34][C:35]1[CH:40]=[N:39][CH:38]=[CH:37][N:36]=1)(=O)=O>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[O:20][C@H:21]([CH3:28])[CH2:22][N:23]([CH3:27])[C:24](=[O:26])[CH3:25])[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:34][C:35]1[CH:40]=[N:39][CH:38]=[CH:37][N:36]=1

Participants

3

Reactant 2

HCID 15096999Pyrazin-2-ylmethyl methanesulfonateHCID 69059499HCID 69059499, compound

Product 1

HCID 57974366HCID 57974366, compoundYield 61%

Procedure

The procedure described in Example 4.1 was repeated using N-[(2R)-2-({4-[(3-chloro-4-hydroxyphenyl)amino]quinazolin-5-yl}oxy)propyl]-N-methylacetamide and pyrazin-2-ylmethyl methanesulfonate to give the title compound in 61% yield; NMR spectrum (DMSO-d6) 1.3 (d, 3H), 1.95 (s, 3H), 3.03 (s, 3H), 3.37 (1H obscured by H2O), 4.21 (dd, 1H), 5.08 (m, 1H), 5.37 (s, 2H), 7.29 (m, 3H), 7.70 (m, 2H), 8.11 (d, 1H), 8.46 (s, 1H), 8.66 (m, 2H), 8.85 (s, 1H), 9.94 (s, 1H); Mass Spectrum MH+ 493.

Sources & evidence

ORD record
ord-ad571bd5851542fa8dba6182aad3f494
Source dataset
uspto-grants-2009_12
Patent number
US07625908B2

Reaction notes

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