3-[2-(Boc-amino)-ethylamino]-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine → 3-(2-aminoethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine dihydrochloride

HRID 1068960Notes

Reaction equation

C([NH:8][CH2:9][CH2:10][NH:11][C:12]1[C:20]2[C:15](=[N:16][CH:17]=[N:18][C:19]=2[NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[NH:14][N:13]=1)(OC(C)(C)C)=O>Cl>[ClH:28].[ClH:28].[NH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:20]2[C:15](=[N:16][CH:17]=[N:18][C:19]=2[NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[NH:14][N:13]=1

Participants

Conditions

Temperature: 20 °C

Procedure

15 g (36.25 mmol) of 3-[2-(Boc-amino)-ethylamino]-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine (water content: 2.39%; see Example 105) are dissolved in 250 ml of 3N methanolic hydrochloric acid and the reaction mixture is stirred at 20° C. for 18 hours. Subsequent filtration and washing the filter residue with methanol and diethyl ether yield 3-(2-aminoethylamino)-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine dihydrochloride having a water content of 3.31%; m.p.>260° C.

Workup

filtrationSubsequent filtration
washwashing the filter residue with methanol and diethyl ether

Sources & evidence

ORD record: ord-5d2bacd185554e4fb4daf1181f65fd89
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06251911B1

Reaction notes

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