Thiophenol → HCID 57960824, compound

HRID 449043Notes

Reaction equation

HRID 449043 reaction equation
[CH:1]1([C:5]2[N:9]3[CH:10]=[CH:11][N:12]=[C:13]([NH2:14])[C:8]3=[C:7]([C:15]3[CH:20]=[CH:19][C:18](OC4C=CC=CC=4F)=[C:17]([O:29][CH3:30])[CH:16]=3)[N:6]=2)[CH2:4][CH2:3][CH2:2]1.[C:31]1([SH:37])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[CH:1]1([C:5]2[N:9]3[CH:10]=[CH:11][N:12]=[C:13]([NH2:14])[C:8]3=[C:7]([C:15]3[CH:20]=[CH:19][C:18]([S:37][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[C:17]([O:29][CH3:30])[CH:16]=3)[N:6]=2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 7969ThiophenolHCID 57960872HCID 57960872, compound

Product 1

HCID 57960824HCID 57960824, compound

Procedure

Prepared according to a procedure analogous to that described for 3-cyclobutyl-1-[4-(2-fluoro-phenoxy)-3-methoxy-phenyl]-imidazo[1,5-a]pyrazin-8-ylamine except using benzenethiol. 1H NMR (400 MHz, CDCl3)-6=1.99-2.11 (m, 1H), 2.13-2.26 (m, 1H), 2.45-2.55 (m, 2H), 2.57-2.69 (m, 2H), 3.75-3.85 (m, 1H), 3.97 (s, 3H), 5.44 (br. s., 2H), 6.82 (d, J=5.6 Hz, 1H), 7.00-7.08 (m, 3H), 7.17 (d, J=1.3 Hz, 1H), 7.34-7.43 (m, 3H), 7.45-7.51 (m, 2H). MS (ES+): m/z 402.96 (100) [MH+].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8d08bf18d8d24d77b79cf70410d45751
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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