2-Fluorophenol → HCID 57960872, compound

HRID 449041Notes

Reaction equation

HRID 449041 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([CH:18]3[CH2:21][CH2:20][CH2:19]3)[N:11]3[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[C:12]=23)=[CH:4][C:3]=1[O:22][CH3:23].[F:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[OH:31]>>[CH:18]1([C:10]2[N:11]3[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[C:12]3=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([O:31][C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=4[F:24])=[C:3]([O:22][CH3:23])[CH:4]=3)[N:9]=2)[CH2:21][CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 97072-FluorophenolHCID 66915835HCID 66915835, compound

Product 1

HCID 57960872HCID 57960872, compound

Procedure

Prepared according to a procedure analogous to that described for synthesis of Example 171, except using 1-(4-bromo-3-methoxy-phenyl)-3-cyclobutyl-imidazo[1,5-a]pyrazin-8-ylamine and 2-fluoro-phenol. 1H NMR (400 MHz, CDCl3): δ=2.01-2.11 (m, 1H), 2.14-2.25 (m, 1H), 2.46-2.55 (m, 2H), 2.59-2.71 (m, 2H), 3.83 (t, J=8.6 Hz, 1H), 3.95 (s, 3H), 6.95-7.04 (m, 3H), 7.07-7.22 (m, 5H), 7.33 (d, J=2.0 Hz, 1H). MS (ES+): m/z 404.94 (100) [MH+].

Workup

  1. customPrepared
  2. customthat described for synthesis of Example 171

Sources & evidence

ORD record
ord-0c56ff234a3a410d998443bb01c979d9
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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