Hydrochloric Acid → HCID 67101158, compound

HRID 2080284Notes

Reaction equation

HRID 2080284 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:30]=[CH:29][C:12]([C:13]([NH:15][CH2:16][C@H:17]2[CH2:21][CH2:20][CH2:19][N:18]2C(OC(C)(C)C)=O)=[O:14])=[C:11]([NH:31][CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[CH:35]=2)[N:10]=1)#[N:2].[ClH:41]>CO>[ClH:41].[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:30]=[CH:29][C:12]([C:13]([NH:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][NH:18]2)=[O:14])=[C:11]([NH:31][CH2:32][CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[CH:35]=2)[N:10]=1)#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57543030(R)-tert-butyl 2-((6-(2-cyanophenyl)-2-(3-fluorophenethylamino)nicotinamido)methyl)pyrrolidine-1-carboxylate

Product 1

HCID 67101158HCID 67101158, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (R)-tert-butyl 2-((6-(2-cyanophenyl)-2-(3-fluorophenethylamino)nicotinamido)methyl)pyrrolidine-1-carboxylate (680 mg, 1.25 mmol) in MeOH (20 mL) was added HCl (2.0 mL, 8 mmol, 4 M in dioxane). The reaction was stirred at r.t. for 2 h. LC/MS indicated the reaction was complete. The reaction mixture was concentrated under reduced pressure to give 6-(2-cyanophenyl)-2-(3-fluorophenethylamino)-N-(pyrrolidin-2-ylmethyl)nicotinamide hydrochloride which was used for next step without further purification. LRMS (M+H+) m/z 444.2.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7fc9c4e14fa2440299d2f0d76af48570
Source dataset
uspto-grants-2011_04
Patent number
US07932270B2

Reaction notes

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