Hydrochloric Acid → HCID 53259487, compound

HRID 1465510Notes

Reaction equation

HRID 1465510 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]([C:14]2[CH:19]=[C:18]([C:20]3[C:28]4[C:23](=[N:24][CH:25]=[C:26]([C:29]5[CH:30]=[N:31][N:32]([CH3:34])[CH:33]=5)[N:27]=4)[NH:22][CH:21]=3)[N:17]=[C:16]([NH2:35])[N:15]=2)([O:10]COC)[CH3:9])[CH:5]=[CH:6][CH:7]=1.Cl>CO>[NH2:35][C:16]1[N:15]=[C:14]([C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=2)([OH:10])[CH3:9])[CH:19]=[C:18]([C:20]2[C:28]3[C:23](=[N:24][CH:25]=[C:26]([C:29]4[CH:30]=[N:31][N:32]([CH3:34])[CH:33]=4)[N:27]=3)[NH:22][CH:21]=2)[N:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67209483HCID 67209483, compound

Product 1

HCID 53259487HCID 53259487, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

4-[1-(3-Fluorophenyl)-1-methoxymethoxyethyl]-6-[2-(1-methyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]pyrimidin-2-ylamine (234 mg, 0.25 mmol) is dissolved in MeOH (10 ml), 25% HCl (1 ml, 5.14 mmol) is added, and the mixture is stirred at 50° C. for about 1.5 h. The solvent is evaporated in vacuo. The residue is purified by HPLC on RP-18e, giving 1-{2-amino-6-[2-(1-methyl-1H-pyrazol-4-yl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]pyrimidin-4-yl}-1-(3-fluorophenyl)ethanol (“A3”); (HPLC/MS Rt=1.53 min, [M+H] 431);

Workup

  1. customThe solvent is evaporated in vacuo
  2. customThe residue is purified by HPLC on RP-18e

Sources & evidence

ORD record
ord-cb201048a31243f88253145a7500d566
Source dataset
uspto-grants-2015_04
Patent number
US08999986B2

Reaction notes

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