Hydrochloric Acid → HCID 178462167, compound

HRID 1068945Notes

Reaction equation

C([NH:8][C@H:9]([C:11]([NH:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]2[C:30]3[C:25](=[N:26][CH:27]=[N:28][C:29]=3[NH:31][C:32]3[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[CH:33]=3)[NH:24][N:23]=2)=[CH:17][CH:16]=1)=[O:12])[CH3:10])(OC(C)(C)C)=O.Cl>C(OCC)C>[Cl:38][C:34]1[CH:33]=[C:32]([NH:31][C:29]2[N:28]=[CH:27][N:26]=[C:25]3[NH:24][N:23]=[C:22]([NH:21][C:18]4[CH:19]=[CH:20][C:15]([CH2:14][NH:13][C:11](=[O:12])[C@H:9]([CH3:10])[NH2:8])=[CH:16][CH:17]=4)[C:30]=23)[CH:37]=[CH:36][CH:35]=1

Participants

Conditions

Temperature: 20 °C

Procedure

A mixture of 100 mg (0.177 mmol) of 3-[4-(N-{N-Boc-L-alanyl}-aminomethyl)-phenylamino]-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine (see Example 85) and 4 ml of 3N methanolic hydrochloric acid is stirred at 20° C. for 15 hours and then about 5 ml of diethyl ether are added. Filtration and washing the filter residue with diethyl ether yield 4(3chloro-phenylamino)-3-[4-(N-{L-alanyl)-aminomethyl)-phenylamino]-1H-pyrazolo[3,4-d]-pyrimidine.1.9 hydrochloride having a water content of 6.36%; m.p. 220° C. (decomp.); ESI-MS: (M+H)+=437; [a]D20=−1.4=2.0° (c=0.508%, methanol).

Workup

filtrationFiltration
washwashing the filter residue with diethyl ether

Sources & evidence

ORD record: ord-43014dbb4b5a40bda67ce16fbe9dae71
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06251911B1

Reaction notes

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