Hydrochloric Acid → cis-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine tri-hydrochloride

HRID 51534Notes

Reaction equation

HRID 51534 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C@@H:8]2[CH2:13][CH2:12][CH2:11][C@H:10]([N:14]3[C:18]4[N:19]=[CH:20][N:21]=[C:22]([NH2:23])[C:17]=4[C:16]([C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:26][CH:25]=4)=[CH:15]3)[CH2:9]2)[CH2:4][CH2:3]1.[ClH:37]>C(O)(C)C>[ClH:37].[ClH:37].[ClH:37].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C@@H:8]2[CH2:13][CH2:12][CH2:11][C@H:10]([N:14]3[C:18]4[N:19]=[CH:20][N:21]=[C:22]([NH2:23])[C:17]=4[C:16]([C:24]4[CH:29]=[CH:28][C:27]([O:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[CH:26][CH:25]=4)=[CH:15]3)[CH2:9]2)[CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69787215cis-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Product 1

HCID 69789800cis-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine tri-hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

cis-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 0.80 g (0.0017 mol) in isopropanol was treated with 0.5 ml 12M hydrochloric acid (0.006 mol). The resulting solid was filtered to give cis-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine tri-hydrochloride as a hygroscopic solid until dried at 80° C./3 mbar to constant weight. (0.75 g, 0.0011 mol) m.p. 224.5-226.5 (dec).

Workup

  1. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-aaa0fbd4e30e4fe28b5ffdc4284e8412
Source dataset
uspto-grants-2004_03
Patent number
US06713474B2

Reaction notes

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