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

HRID 421303Notes

Reaction equation

HRID 421303 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-fb6faf787aba4da89da5be769d0605fe
Source dataset
uspto-grants-2012_01
Patent number
US08097622B2

Reaction notes

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