Acetic Acid → HCID 53895550, compound

HRID 10093Notes

Reaction equation

HRID 10093 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:18][CH:17]2[CH2:19][CH:10]([C:11]3[CH:12]=[C:13]([NH:21][CH2:22][CH:23]([CH3:25])[CH3:24])[C:14]([NH2:20])=[CH:15][C:16]=32)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:26][C:27](O)=O.CO.C(Cl)Cl>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:18][CH:17]2[CH2:19][CH:10]([C:11]3[CH:12]=[C:13]4[C:14](=[CH:15][C:16]=32)[N:20]=[C:26]([CH3:27])[N:21]4[CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 21226129Dichloromethane methanolHCID 69031628HCID 69031628, compound

Product 1

HCID 53895550HCID 53895550, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Amino-5-isobutylamino-10-aza-tricyclo[6.3.1.02,7]dodeca-2(7),3,5-triene-10-carboxylic acid tert-butyl ester (250 mg, 0.74 mmol) from Example 29B was dissolved in ethanol (10 mL) and HOAc (2 mL) and treated with 1-ethoxyethylenemalononitrile (118 mg, 0.87 mmol). The reaction proceeded as in Example 28C (18 h) and was worked up similarly to provide product (TLC 3% methanol/CH2Cl2 (NH3) Rf 0.57).

Workup

  1. customproceeded as in Example 28C (18 h)

Sources & evidence

ORD record
ord-69507ca7e21845ed9a875238fec81819
Source dataset
uspto-grants-2006_08
Patent number
US07091372B2

Reaction notes

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