Hydrochloric Acid → Hydrochloric Acid

HRID 2367628Notes

Reaction equation

HRID 2367628 reaction equation
CC([N:5]([C@@H:9]1[CH2:14][C@@H:13]([CH3:15])[CH2:12][N:11]([C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[C:24]([F:30])[CH:23]=3)[N:19]=[C:18]([NH2:31])[N:17]=2)[CH2:10]1)C(=O)[O-])(C)C.[ClH:32]>O1CCOCC1>[ClH:32].[NH2:31][C:18]1[N:19]=[C:20]([C:22]2[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[C:24]([F:30])[CH:23]=2)[CH:21]=[C:16]([N:11]2[CH2:12][C@H:13]([CH3:15])[CH2:14][C@@H:9]([NH2:5])[CH2:10]2)[N:17]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86659201HCID 86659201, compound

Product 2

HCID 313Hydrochloric AcidHCID 58504491HCID 58504491, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To 1,1-dimethylethyl{(3R,5R)-1-[2-amino-6-(4-cyano-3-fluorophenyl)-4-pyrimidinyl]-5-methyl-3-piperidinyl}carbamate (127 mg, 0.298 mmol) in 1,4-dioxane (4 mL) was added 4M HCl in 1,4-dioxane (0.074 mL, 0.298 mmol), and the reaction was allowed to stir at room temperature for 3 hours. The reaction was concentrated to afford the bis HCl salt of the title compound (164 mg) as an off-white solid. LC-MS (ES) m/z=327 [M+H]+.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-190b46430c5f4dc0891bcbf305b8a797
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

Loading…