HCID 59725890, compound → HCID 69314303, compound

HRID 1912832Notes

Reaction equation

HRID 1912832 reaction equation
C(O[C:6]([NH:8][CH2:9][CH2:10][O:11][C:12](=[O:44])[NH:13][C:14]1[N:22]=[CH:21][N:20]=[C:19]2[C:15]=1[N:16]=[CH:17][N:18]2[C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[C:35]([C:40]([F:43])([F:42])[F:41])[CH:34]=2)=[O:31])=[CH:25][CH:24]=1)=O)(C)(C)C>C(OC(=O)C)C.Cl>[ClH:39].[CH3:6][NH:8][CH2:9][CH2:10][O:11][C:12](=[O:44])[NH:13][C:14]1[N:22]=[CH:21][N:20]=[C:19]2[C:15]=1[N:16]=[CH:17][N:18]2[C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:30]([NH:32][C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[C:35]([C:40]([F:41])([F:42])[F:43])[CH:34]=2)=[O:31])=[CH:25][CH:24]=1

Participants

3

Reactant 1

HCID 59725890HCID 59725890, compound

Product 1

HCID 69314303HCID 69314303, compound

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

In 2 mL of a 4N hydrogen chloride ethyl acetate solution, 13 mg (0.02 mmol) of (9-{4-[3-(4-chloro-3-(trifluoromethyl)phenyl)ureido]phenyl}-9H-purin-6-yl]carbamic acid 2-(tert-butoxycarbonylamino)ethyl ester was dissolved and the solution was stirred at room temperature for two hours. The reaction solution was concentrated under reduced pressure, and then the residue was triturated with n-hexane:ethyl acetate=1:1, collected by filtration and vacuum dried to obtain 1.7 mg (16%) of (9-{4-[3-(4-chloro-3-(trifluoromethyl)phenyl)ureido]phenyl}-9H-purin-6-ylcarbamic acid 2-(methylamino)ethyl ester hydrochloride as a white solid.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was triturated with n-hexane
  3. filtrationethyl acetate=1:1, collected by filtration and vacuum
  4. customdried

Sources & evidence

ORD record
ord-c66167e2e444497d91cf4d885288dac3
Source dataset
uspto-grants-2013_12
Patent number
US08609656B2

Reaction notes

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