Methanesulfonic Acid → 5-{8-[(3R)-4-acetyl-3-methylpiperazin-1-yl]-6-morpholin-4-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl}pyrimidin-2-amine methanesulfonate

HRID 421367Notes

Reaction equation

HRID 421367 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:11]([CH2:32][C:33]([F:36])([F:35])[F:34])[C:12]3[C:17]([N:18]=2)=[C:16]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:15]=[C:14]([C:25]2[CH:26]=[N:27][C:28]([NH2:31])=[N:29][CH:30]=2)[N:13]=3)[CH2:6][C@H:5]1[CH3:37])(=[O:3])[CH3:2].[CH3:38][S:39]([OH:42])(=[O:41])=[O:40]>CO.ClCCl>[CH3:38][S:39]([OH:42])(=[O:41])=[O:40].[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:11]([CH2:32][C:33]([F:36])([F:35])[F:34])[C:12]3[C:17]([N:18]=2)=[C:16]([N:19]2[CH2:20][CH2:21][O:22][CH2:23][CH2:24]2)[N:15]=[C:14]([C:25]2[CH:26]=[N:27][C:28]([NH2:31])=[N:29][CH:30]=2)[N:13]=3)[CH2:6][C@H:5]1[CH3:37])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 45378170Ds-7423

Product 1

HCID 547559375-{8-[(3R)-4-acetyl-3-methylpiperazin-1-yl]-6-morpholin-4-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl}pyrimidin-2-amine methanesulfonateYield 96.5%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of 5-{8-[(3R)-4-acetyl-3-methylpiperazin-1-yl]-6-morpholin-4-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl}pyrimidin-2-amine (100.4 mg, 0.18 mmol) in methanol/dichloromethane solution (2/3, 3.5 ml) was added methanesulfonic acid (11.9 μl, 0.18 mmol) at room temperature, and the mixture was stirred for 10 minutes. Then the solvent was removed in reduced pressure, and the resultant solid was dried to give 5-{8-[(3R)-4-acetyl-3-methylpiperazin-1-yl]-6-morpholin-4-yl-9-(2,2,2-trifluoroethyl)-9H-purin-2-yl}pyrimidin-2-amine methanesulfonate (107.1 mg) as a yellow solid.

Workup

  1. customThen the solvent was removed in reduced pressure
  2. customthe resultant solid was dried

Sources & evidence

ORD record
ord-df7c811f78da45f190d175e88ebc33cf
Source dataset
uspto-grants-2012_01
Patent number
US08097622B2

Reaction notes

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