Methanesulfonic Acid → 5-{9-(Cyclopropylmethyl)-8-[4-(methylsulfonyl)piperazin-1-yl]-6-morpholin-4-yl-9H-purin-2-yl}pyrimidin-2-amine methanesulfonate

HRID 1876493Notes

Reaction equation

HRID 1876493 reaction equation
[CH:1]1([CH2:4][N:5]2[C:13]([N:14]3[CH2:19][CH2:18][N:17]([S:20]([CH3:23])(=[O:22])=[O:21])[CH2:16][CH2:15]3)=[N:12][C:11]3[C:6]2=[N:7][C:8]([C:30]2[CH:31]=[N:32][C:33]([NH2:36])=[N:34][CH:35]=2)=[N:9][C:10]=3[N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[CH2:3][CH2:2]1.[CH3:37][S:38]([OH:41])(=[O:40])=[O:39]>ClCCl.CO>[CH3:37][S:38]([OH:41])(=[O:40])=[O:39].[CH:1]1([CH2:4][N:5]2[C:13]([N:14]3[CH2:19][CH2:18][N:17]([S:20]([CH3:23])(=[O:21])=[O:22])[CH2:16][CH2:15]3)=[N:12][C:11]3[C:6]2=[N:7][C:8]([C:30]2[CH:31]=[N:32][C:33]([NH2:36])=[N:34][CH:35]=2)=[N:9][C:10]=3[N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 453778635-{9-(Cyclopropylmethyl)-8-[4-(methylsulfonyl)piperazin-1-yl]-6-morpholin-4-yl-9H-purin-2-yl}pyrimidin-2-amine

Product 1

HCID 547559355-{9-(Cyclopropylmethyl)-8-[4-(methylsulfonyl)piperazin-1-yl]-6-morpholin-4-yl-9H-purin-2-yl}pyrimidin-2-amine methanesulfonateYield 100%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

5-{9-(Cyclopropylmethyl)-8-[4-(methylsulfonyl)piperazin-1-yl]-6-morpholin-4-yl-9H-purin-2-yl}pyrimidin-2-amine (149.4 mg, 0.29 mmol) was stirred in a dichloromethane-methanol (3:2) mixed solvent followed by the addition of methanesulfonic acid (18.7 μl, 0.29 mmol) at room temperature and the resulting mixture was stirred for 10 minutes. The reaction mixture was concentrated under reduced pressure and the resulting residue was dried at 60° C. under reduced pressure to give the title compound (176.7 mg, 100%) as a yellow solid.

Workup

  1. additionmixed solvent
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe resulting residue was dried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-e8d35d22e4e943e88da44181268ba9ae
Source dataset
uspto-grants-2012_11
Patent number
US08309546B2

Reaction notes

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