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

HRID 51533Notes

Reaction equation

HRID 51533 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 69787257trans-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Product 1

HCID 69789117trans-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine tri-hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

trans-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.36 g, 0.00075 mol) in 25 ml warm isopropanol was treated with a solution of 0.225 ml 12M hydrochloric acid (0.0027 mol) in 2 ml isopropanol and the suspension heated briefly to boiling then volatile material was removed under reduced pressure. The resulting colourless solid was dried to constant weight at 84° C./5 mbar giving the trans-7-[3-(4-methylpiperazino)cyclohexyl]-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine tri-hydrochloride (444626) solvated with 1 mol water and 0.25 mol isopropanol (0.25 g, 0.0004 mol) m.p. 304-306° C.(dec).

Workup

  1. temperaturethe suspension heated briefly
  2. customvolatile material was removed under reduced pressure
  3. customThe resulting colourless solid was dried to constant weight at 84° C./5 mbar

Sources & evidence

ORD record
ord-7772a00da23a479dafe8ac3297ba22c8
Source dataset
uspto-grants-2004_03
Patent number
US06713474B2

Reaction notes

Loading…