Triethylamine → HCID 57799581, compound

HRID 2101118Notes

Reaction equation

HRID 2101118 reaction equation
[CH:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([CH2:15]OS(C)(=O)=O)=[CH:12][CH:13]=2)[CH:8]=[C:7]([NH:21][C:22]2[CH:26]=[C:25]([CH3:27])[N:24](S(C)(=O)=O)[N:23]=2)[N:6]=1)([CH3:3])[CH3:2].[NH:32]1[CH2:36][CH2:35][CH2:34][CH:33]1[C:37]([NH2:39])=[O:38].CCN(CC)CC>CC#N>[CH:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([CH2:15][N:32]3[CH2:36][CH2:35][CH2:34][CH:33]3[C:37]([NH2:39])=[O:38])=[CH:12][CH:13]=2)[CH:8]=[C:7]([NH:21][C:22]2[CH:26]=[C:25]([CH3:27])[NH:24][N:23]=2)[N:6]=1)([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 550774Pyrrolidine-2-carboxamideHCID 57799787HCID 57799787, compound

Product 1

HCID 57799581HCID 57799581, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 50 mg methanesulfonic acid 1-isopropoxy-3-(1-methanesulfonyl-5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ylmethyl ester, 50 mg pyrrolidine-2-carboxylic acid amide and 54 mg Et3N in 10 mL CH3CN was stirred at r.t overnight. After removal of solvent, the residue in MeOH was sent to prep-HPLC to give 1-[1-Isopropoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ylmethyl]-pyrrolidine-2-carboxylic acid amide as a yellow solid. LC-MS m/e 409 (MH+).

Workup

  1. customAfter removal of solvent

Sources & evidence

ORD record
ord-7287e196e44e4cbf8fd46e2ef9759b70
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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