Hydrochloric Acid → HCID 59402270, compound

HRID 2090310

Reaction equation

HRID 2090310 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:18]#N)=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)[N:3]=1.[OH-:27].[Na+].Cl.[OH2:30]>>[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:17][CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:18]([OH:30])=[O:27])=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)[N:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 594022802-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-1,2,3,4-tetrahydroisoquinoline-7-carbonitrile

Product 1

HCID 59402270HCID 59402270, compoundYield 94.8%

Conditions

Temperature
100 °C

Procedure

The mixture of 2-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-1,2,3,4-tetrahydroisoquinoline-7-carbonitrile (1 g, 2.86 mmol) and sodium hydroxide (801 mg, 20.0 mmol) in water (30 ml) was heated at 100° C. for 2 days. The reaction mixture was cooled to r.t., and acidified carefully to neutral with 6N HCl aqueous solution. The precipitate was filtered and washed with a little water, dried under vacuum to afford the desired compound (1 g, 94.8%). LCMS(M+H)+: m/z=369.1.

Workup

  1. temperatureThe reaction mixture was cooled to r.t.
  2. filtrationThe precipitate was filtered
  3. washwashed with a little water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-0d06ee647ab7411199b78cf8dbbab03b
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Linked notes

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