Hydrochloric Acid → HCID 66853767, compound

HRID 1631382Notes

Reaction equation

HRID 1631382 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[C:15]2[CH:20]=[CH:19][N:18]3[N:21]=[CH:22][C:23]([C:24]([NH:26][CH2:27][CH2:28][CH2:29][NH:30]C(=O)OC(C)(C)C)=[O:25])=[C:17]3[N:16]=2)[C:5]([O:8]C)=[N:6][CH:7]=1.Cl>>[NH2:30][CH2:29][CH2:28][CH2:27][NH:26][C:24]([C:23]1[CH:22]=[N:21][N:18]2[CH:19]=[CH:20][C:15]([N:11]3[CH2:12][CH2:13][CH2:14][C@@H:10]3[C:4]3[C:5](=[O:8])[NH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[N:16][C:17]=12)=[O:25]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 66848072HCID 66848072, compound

Product 1

HCID 66853767HCID 66853767, compound

Conditions

Temperature
85 °C

Procedure

A mixture of (R)-tert-butyl 3-(5-(2-(5-fluoro-2-methoxypyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamido)propylcarbamate (Example 141, 70 mg, 0.14 mmol) and HCl (4 N dioxane, 1.7 mL, 6.8 mmol) in a pressure reaction tube was heated at 85° C. for 12 hours then concentrated under reduced pressure. The crude material was purified by reverse-phase chromatography (5 to 40% acetonitrile/water) to yield the final product as white solid. LCMS (apci) m/z=400.1 (M+H).

Workup

  1. customin a pressure reaction tube
  2. concentrationthen concentrated under reduced pressure
  3. customThe crude material was purified by reverse-phase chromatography (5 to 40% acetonitrile/water)

Sources & evidence

ORD record
ord-1c0d90776d114c7d9ae75d22d9bebf7d
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

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