Potassium Carbonate → HCID 57541299, compound

HRID 1677044Notes

Reaction equation

HRID 1677044 reaction equation
Cl.Cl[CH2:3][CH2:4][N:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1.[C:10]([C:12]1([NH:15][C:16]([C@@H:18]2[CH2:23][CH2:22][CH2:21][CH2:20][C@H:19]2[C:24]([N:26]2[CH2:39][CH2:38][C:29]3[NH:30][C:31]4[C:32]([OH:37])=[CH:33][CH:34]=[CH:35][C:36]=4[C:28]=3[CH2:27]2)=[O:25])=[O:17])[CH2:14][CH2:13]1)#[N:11].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:10]([C:12]1([NH:15][C:16]([C@@H:18]2[CH2:23][CH2:22][CH2:21][CH2:20][C@H:19]2[C:24]([N:26]2[CH2:39][CH2:38][C:29]3[NH:30][C:31]4[C:32]([O:37][CH2:3][CH2:4][N:5]5[CH2:9][CH2:8][CH2:7][CH2:6]5)=[CH:33][CH:34]=[CH:35][C:36]=4[C:28]=3[CH2:27]2)=[O:25])=[O:17])[CH2:14][CH2:13]1)#[N:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 816681-(2-Chloroethyl)pyrrolidine hydrochlorideHCID 25142825HCID 25142825, compound

Product 1

HCID 57541299HCID 57541299, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following on from Example 34, 1-(2-chloroethyl)pyrrolidine hydrochloride (82.0 mg, 0.48 mmol) was added to (1R,2R)-N-(1-cyanocyclopropyl)-2-(6-hydroxy-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-2-carbonyl)cyclohexanecarboxamide (131 mg, 0.32 mmol) and potassium carbonate (134 mg, 0.97 mmol) in DMF (5 mL) at 25° C. under air. The resulting solution was stirred at room temperature for 45 hours, to yield after purification a cream solid. (6.00 mg, 3.7%).

Workup

  1. customto yield
  2. customafter purification a cream solid

Sources & evidence

ORD record
ord-bc0e020db3394d85b758cb1a2ac17ae6
Source dataset
uspto-grants-2011_08
Patent number
US08008279B2

Reaction notes

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