Hydrochloric Acid → HCID 178479153, compound

HRID 51521Notes

Reaction equation

HRID 51521 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:22]3[C:21]([NH2:23])=[N:20][CH:19]=[N:18][C:17]=3[N:16]([C@H:24]3[CH2:29][CH2:28][C@@H:27]([N:30]4[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)[CH2:26][CH2:25]3)[CH:15]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:36]>C(OCC)(=O)C.C(OCC)C>[ClH:36].[O:1]([C:8]1[CH:9]=[CH:10][C:11]([C:14]2[C:22]3[C:21]([NH2:23])=[N:20][CH:19]=[N:18][C:17]=3[N:16]([C@H:24]3[CH2:25][CH2:26][C@@H:27]([N:30]4[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]4)[CH2:28][CH2:29]3)[CH:15]=2)=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178508607HCID 178508607, compound

Product 1

HCID 178479153HCID 178479153, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

Cis-5-(4-phenoxyphenyl)-7-(4-piperidinocyclohex-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine was dissolved in ethyl acetate (50 mL), diluted with diethyl ether (50 mL) and treated with a 1 M solution of hydrogen chloride in diethyl ether until no further precipitation occurred. The resultant solid was collected and re-crystallised from absolute ethanol to give Cis-5-(4-phenoxyphenyl)-7-(4-piperidinocyclohex-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine hydrochloride as a colourless solid (75 mg, 0.2 mmol) melting point 185-189 deg. C.

Workup

  1. customThe resultant solid was collected
  2. customre-crystallised from absolute ethanol

Sources & evidence

ORD record
ord-0fb44676d8d84edd875860cb70543eb2
Source dataset
uspto-grants-2004_03
Patent number
US06713474B2

Reaction notes

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