Hydrochloric Acid → HCID 68379306, compound

HRID 1410006Notes

Reaction equation

HRID 1410006 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][C:12]2[C:13]3[N:34]=[CH:33][S:32][C:14]=3[N:15]=[C:16]([N:18]3[CH2:23][CH2:22][CH2:21][CH:20]([NH:24]C(=O)OC(C)(C)C)[CH2:19]3)[N:17]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[ClH:35]>O1CCOCC1>[ClH:35].[NH2:24][CH:20]1[CH2:21][CH2:22][CH2:23][N:18]([C:16]2[N:17]=[C:12]([NH:11][C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)[C:13]3[N:34]=[CH:33][S:32][C:14]=3[N:15]=2)[CH2:19]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68379577HCID 68379577, compound

Product 1

HCID 68379306HCID 68379306, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl 1-(7-(3,4-dimethoxyphenylamino)thiazolo[5,4-d]pyrimidin-5-yl)piperidin-3-ylcarbamate (195 mg, 0.4 mmol) in 85 mL of saturated HCl in dioxane was stirred at room temperature for 24 hours. The solvent was evaporated at 40° C. under reduced pressure to give 5-(3-aminopiperidin-1-yl)-N-(3,4-dimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine hydrochloride (200 mg, crude) as a yellow solid. It was used directly in the next step without further purification. LC-MS: 387.0 [M+H]+, tR=1.19 min.

Workup

  1. customThe solvent was evaporated at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-f122dbc431c44dc3a1835c05f56ab109
Source dataset
uspto-grants-2014_12
Patent number
US08921383B2

Reaction notes

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