2-Chloropyrimidine → HCID 67724588, compound

HRID 2294061Notes

Reaction equation

Cl.[CH3:2][O:3][C:4]1[CH:33]=[CH:32][CH:31]=[CH:30][C:5]=1[CH2:6][NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]2S[CH:21]=[CH:22][N:23]=2)[C@H:9]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[Cl:34][C:35]1N=CC=C[N:36]=1>>[ClH:34].[CH3:2][O:3][C:4]1[CH:33]=[CH:32][CH:31]=[CH:30][C:5]=1[CH2:6][NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]2[N:36]=[CH:35][CH:21]=[CH:22][N:23]=2)[C@H:9]1[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

Reactant 2

HCID 744042-Chloropyrimidine

HCID 88385136HCID 88385136, compound

Product 1

HCID 67724588HCID 67724588, compound

Procedure

The title compound was prepared in a similar manner to the compound of Example 1 by replacing 2-bromothiazole with 2-chloropyrimidine; mp 123°-127° C. (dec.) 1H NMR (CDCl3) 67 1.46 (m, 5H), 1.94 (m, 6H), 2.54 (m, 2H), 3.24 (m, 4H), 3.35 (d, 1H, J=15), 3.48 (s, 3H), 3.64 (d, 1H, J=15), 6.42 (t, 1H, J=5), 6.59 (d, 1H, J=9), 6.68 (t, 1H, J=6), 6.80 (d, 1H, J=6), 7.05 (t, 1H, J=9), 7.22 (m, 5H), 8.18 (d, 2H, J=5). HRMS calc'd for C27H35N5O: 445.2836. Found: 445.2813.

Sources & evidence

ORD record: ord-afd103a1e9894d5ebd585921a720e562
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05688804

Reaction notes

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