Acetic Acid → HCID 67068493, compound

HRID 536096Notes

Reaction equation

HRID 536096 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[NH:7][CH:8]=[CH:9][C:10]=1[NH2:11])=[O:5])[CH3:2].[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH:21]=O)=[CH:13]1.[BH3-]C#N.[Na+].CC(O)=O>CO>[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH2:21][NH:11][C:10]2[CH:9]=[CH:8][NH:7][C:6]=2[C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:13]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 10256Indole-3-CarboxaldehydeHCID 2773439Ethyl 3-amino-1H-pyrrole-2-carboxylateHCID 5003444Sodium cyanoborohydride

Product 1

HCID 67068493HCID 67068493, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A reaction mixture of 3-amino-1H-pyrrole-2-carboxylic acid ethyl ester (0.075 g, 0.49 mmol), indole-3-carboxaldehyde (0.085 g, 0.58 mmol), NaCNBH3 (0.031 g, 0.49 mmol) and HOAc (0.056 mL, 0.97 mmol) in methanol (3 mL) was stirred at r.t. overnight. The mixture was concentrated in vacuo and the crude product-mixture was used in the next step without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe crude product-mixture was used in the next step without further purification

Sources & evidence

ORD record
ord-4e07a3aec3554498b56e1a0ae7bc7275
Source dataset
uspto-grants-2014_10
Patent number
US08859568B2

Reaction notes

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