Acetic Acid → HCID 67068493, compound

HRID 1171782Notes

Reaction equation

HRID 1171782 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-56ac0a57f47e4556abd299b614bd1423
Source dataset
uspto-grants-2010_11
Patent number
US07829707B2

Reaction notes

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