4'-(Aminomethyl)-biphenyl-2-carboxylic acid 1,1-dimethylethyl ester → HCID 19791899, compound

HRID 1655564Notes

Reaction equation

HRID 1655564 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][CH:4]=1.[CH2:22]([C:26]1[N:31]=[C:30](Cl)[C:29]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:28][N:27]=1)[CH2:23][CH2:24][CH3:25]>>[CH2:22]([C:26]1[N:27]=[C:28]([NH:1][CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:5][CH:4]=2)[C:29]([C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:30][N:31]=1)[CH2:23][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 99710734'-(Aminomethyl)-biphenyl-2-carboxylic acid 1,1-dimethylethyl esterHCID 15658060HCID 15658060, compound

Product 1

HCID 19791899HCID 19791899, compound

Procedure

t-Butyl 4'-aminomethyl-biphenyl-2-carboxylate from Example 11A is reacted, by the method described in Example 1C, with ethyl 2-n-butyl-4-chloropyrimidine-5-carboxylate (0.40 g, 1.65 mmol) to give 2-n-butyl-4-{N-[(2'-t-butoxycarbonyl-biphenyl-4-yl)methyl]amino]-5-carboethoxypyrimidine. The t-butyl protecting group is removed by treatment with trifluoroacetic acid in methylene chloride at ambient temperature to afford the title compound.

Sources & evidence

ORD record
ord-0f6d38b38bd34fa09648a4c11615975b
Source dataset
uspto-grants-1993_10
Patent number
US05250548

Reaction notes

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