Hydrochloric Acid → HCID 57584985, compound

HRID 2077583Notes

Reaction equation

HRID 2077583 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:20]=[CH:19][C:11]3[N:12]=[C:13]([NH:15]C(=O)C)[S:14][C:10]=3[CH:9]=2)=[CH:4][C:3]=1[N:21]([CH3:23])[CH3:22].[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:20]=[CH:19][C:11]3[N:12]=[C:13]([NH2:15])[S:14][C:10]=3[CH:9]=2)=[CH:4][C:3]=1[N:21]([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57585127HCID 57585127, compound

Product 1

HCID 57584985HCID 57584985, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of N-(6-(6-chloro-5-(dimethylamino)pyridin-3-yl)benzo[d]thiazol-2-yl)acetamide (160 mg, 461 μmol) in MeOH (10 mL) was added NaOH (1000 μL, 5000 μmol). The mixture was heated to 60° C. for 5.5 h. The reaction mixture was neutralized with HCl (5 N, 1 mL), filtered and the solid was washed with H2O (3×2 mL) and air dried (140 mg). MS (ESI, POS. ION) M/Z: calc'd for C14H13ClN4S: 304.5. found: 305.0. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.83 (s, 6H) 7.42 (s, 1H) 7.53-7.77 (m, 4H) 8.10 (s, 1H) 8.29 (s, 1H).

Workup

  1. filtrationfiltered
  2. washthe solid was washed with H2O (3×2 mL) and air
  3. customdried (140 mg)

Sources & evidence

ORD record
ord-d8040860fb1b4e2c97dd23144d5bce3f
Source dataset
uspto-grants-2011_04
Patent number
US07928140B2

Reaction notes

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