Hydrochloric Acid → HCID 58255015, compound

HRID 536411Notes

Reaction equation

HRID 536411 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=2)[C:5]([Cl:15])=[CH:4][N:3]=1.[NH2:16][C:17]1[C:22]([F:23])=[CH:21][C:20]([CH:24]2[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH:26]([CH3:37])[CH2:25]2)=[C:19]([CH3:38])[CH:18]=1.Cl>CC(O)C>[Cl:15][C:5]1[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH3:14])[NH:11][N:10]=2)=[N:7][C:2]([NH:16][C:17]2[CH:18]=[C:19]([CH3:38])[C:20]([CH:24]3[CH2:29][CH2:28][NH:27][CH:26]([CH3:37])[CH2:25]3)=[CH:21][C:22]=2[F:23])=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 114022722,5-Dichloro-N-(5-methyl-1H-pyrazol-3-yl)-4-pyrimidinamineHCID 67155339HCID 67155339, compound

Product 1

HCID 58255015HCID 58255015, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 2,5-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine (346 mg, 1.42 mmol) and tert-butyl 4-(4-amino-5-fluoro-2-methylphenyl)-2-methylpiperidine-1-carboxylate (352 mg, 1.09 mmol) in 2-propanol (10 mL) was treated with cone. HCl (12N, 0.43 mL). The mixture was sealed and heated in a microwave at 130° C. for 45 min. The mixture was concentrated. The residue was purified by RP-HPLC to afford 5-Chloro-N2-(2-fluoro-5-methyl-4-(2-methylpiperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine as a white solid. ESMS m/z 430.1 (M+H+).

Workup

  1. additionwas treated with cone
  2. customThe mixture was sealed
  3. concentrationThe mixture was concentrated
  4. customThe residue was purified by RP-HPLC

Sources & evidence

ORD record
ord-2cf94e65b555493b85e665abf02baa7a
Source dataset
uspto-grants-2014_10
Patent number
US08859574B2

Reaction notes

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