Hydrochloric Acid → HCID 178490580, compound

HRID 2282253Notes

Reaction equation

HRID 2282253 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][N:8]2[N:11]=[C:12]([CH3:39])[C:13]([C:14]3[S:15][C:16]([C:28]4[N:32]=[CH:31][N:30](C5CCCCO5)[N:29]=4)=[C:17]([C:19]4[C:24]([O:25][CH3:26])=[CH:23][CH:22]=[CH:21][C:20]=4[F:27])[N:18]=3)=[C:7]2[CH:6]=1.[CH3:40][S:41]([N:44]1[CH2:49][CH2:48][NH:47][CH2:46][CH2:45]1)(=[O:43])=[O:42].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl>C1COCC1.CO.CCOC(C)=O>[F:27][C:20]1[CH:21]=[CH:22][CH:23]=[C:24]([O:25][CH3:26])[C:19]=1[C:17]1[N:18]=[C:14]([C:13]2[C:12]([CH3:39])=[N:11][N:8]3[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][N:47]4[CH2:48][CH2:49][N:44]([S:41]([CH3:40])(=[O:43])=[O:42])[CH2:45][CH2:46]4)=[CH:6][C:7]=23)[S:15][C:16]=1[C:28]1[N:32]=[CH:31][NH:30][N:29]=1

Participants

9

Reactant 5

HCID 313Hydrochloric AcidHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 7091611-(Methylsulfonyl)piperazineHCID 66856353HCID 66856353, compound

Product 1

HCID 178490580HCID 178490580, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

According to the similar manner described in Example 88-B (ii) and (iii), the title compound (162 mg, 70%) has been obtained as a colorless solid using 5-(2-chloroethoxy)-3-{4-(2-fluoro-6-methoxyphenyl)-5-[1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl]-1,3-thiazol-2-yl}-2-methylpyrazolo[1,5-a]pyridine (215 mg, 0.378 mmol) obtained in Example 86-B (i), 1-methanesulfonylpiperazine (124 mg, 0.756 mmol), potassium carbonate (104 mg, 0.756 mmol) and sodium iodide (113 mg, 0.756 mmol) by standard alkylation reaction followed by deprotection of THP group using 2 N hydrochloric acid (2 mL) in THF (6 mL) and MeOH (2 mL) by standard manner. The pure title compound has been obtained by crystallization from THF (2 mL) and EtOAc (4 mL).

Workup

  1. customby standard alkylation reaction

Sources & evidence

ORD record
ord-48a2a5e82fa2487199ecd423507a090e
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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