Ethanol → HCID 53895550, compound

HRID 2187563Notes

Reaction equation

HRID 2187563 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].CO.C(Cl)Cl.[CH3:31][CH2:32]O>>[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:31]([CH3:32])[N:21]4[CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 21226129Dichloromethane methanolHCID 69031628HCID 69031628, compound

Product 1

HCID 53895550HCID 53895550, compound

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 19B was dissolved in EtOH (10 mL) and HOAC (3 mL) and treated with 1-ethoxyethylenemalononitrile (118 mg, 0.87 mmol). The reaction proceeded as in Example 18C (18 h) and was worked up similarly to provide product (TLC 3% MeOH/CH2Cl2 (NH3) Rf0.57).

Workup

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

Sources & evidence

ORD record
ord-606bb93e70344c9aa577aba839705a38
Source dataset
uspto-grants-2002_06
Patent number
US06410550B1

Reaction notes

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