Hydrochloric Acid → Tak-733

HRID 2090562Notes

Reaction equation

HRID 2090562 reaction equation
CC1(C)[O:6][C@H:5]([CH2:7][N:8]2[C:13](=[O:14])[C:12]3[C:15]([NH:22][C:23]4[CH:28]=[CH:27][C:26]([I:29])=[CH:25][C:24]=4[F:30])=[C:16]([F:21])[C:17](=[O:20])[N:18]([CH3:19])[C:11]=3[N:10]=[CH:9]2)[CH2:4][O:3]1.Cl>CO>[OH:6][C@@H:5]([CH2:4][OH:3])[CH2:7][N:8]1[C:13](=[O:14])[C:12]2[C:15]([NH:22][C:23]3[CH:28]=[CH:27][C:26]([I:29])=[CH:25][C:24]=3[F:30])=[C:16]([F:21])[C:17](=[O:20])[N:18]([CH3:19])[C:11]=2[N:10]=[CH:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67368877(R)-3-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Product 1

HCID 24963252Tak-733

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

Combine (R)-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (0.50 g, 0.919 mmol), methanol (5.0 mL) and 6.00 M hydrochloric acid (0.50 mL, 3.0 mmol) and heat to 60° C. After 2 hours, cool to 50° C. and stir for 24 hours, then cool to ambient temperature, filter to collect the solid, rinse with methanol, and dry under vacuum at 30° C. to give the title compound.

Workup

  1. temperaturecool to ambient temperature
  2. filtrationfilter
  3. customto collect the solid
  4. washrinse with methanol
  5. customdry under vacuum at 30° C.

Sources & evidence

ORD record
ord-7f2fd03f325a4480a5a9544d414210de
Source dataset
uspto-grants-2013_05
Patent number
US08436200B2

Reaction notes

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