tert-butyl N-{[(3-aminophenyl)carbamoyl]methyl}carbamate → Tert-butyl (2-((3-(2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxamido)phenyl)amino)-2-oxoethyl)carbamate

HRID 2284696Notes

Reaction equation

HRID 2284696 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:19])[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:5]=[CH:6][CH:7]=1.[C:20]([C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]2[N:34]=[C:33]([NH:35][CH2:36][CH2:37][CH3:38])[C:32]([C:39](O)=[O:40])=[CH:31][N:30]=2)=[CH:24][CH:23]=1)#[N:21]>>[C:20]([C:22]1[CH:23]=[CH:24][C:25]([NH:28][C:29]2[N:34]=[C:33]([NH:35][CH2:36][CH2:37][CH3:38])[C:32]([C:39]([NH:1][C:2]3[CH:3]=[C:4]([NH:8][C:9](=[O:19])[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH:5]=[CH:6][CH:7]=3)=[O:40])=[CH:31][N:30]=2)=[CH:26][CH:27]=1)#[N:21]

Participants

3

Reactant 2

HCID 68275132tert-butyl N-{[(3-aminophenyl)carbamoyl]methyl}carbamateHCID 900520362-((4-Cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid

Product 1

HCID 90051987Tert-butyl (2-((3-(2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxamido)phenyl)amino)-2-oxoethyl)carbamate

Procedure

By using tert-butyl (2-((3-aminophenyl)amino)-2-oxoethyl)carbamate (B1) and 2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxylic acid (C5), tert-butyl (2-((3-(2-((4-cyanophenyl)amino)-4-(propylamino)pyrimidine-5-carboxamido)phenyl)amino)-2-oxoethyl)carbamate (D8) was obtained in the same manner as that of Example 12, (1).

Sources & evidence

ORD record
ord-a8748bd8bc7e41d5b0662145a01d8e1b
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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