1-Hydroxybenzotriazole → HCID 12017517, compound

HRID 2303302Notes

Reaction equation

HRID 2303302 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=2)[C:5]([C:16]([OH:18])=O)=[CH:4][N:3]=1.[CH:19]1[CH:20]=[CH:21][C:22]2[N:27]([OH:28])[N:26]=[N:25][C:23]=2[CH:24]=1.CC[N:31]=C=NCCCN(C)C.Cl.N.O1CCOCC1>ClC(Cl)C>[N:27]1([O:28][C:2]2[N:7]=[C:6]([NH:8][C:9]3[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=3)[C:5]([C:16]([NH2:31])=[O:18])=[CH:4][N:3]=2)[C:22]2[CH:21]=[CH:20][CH:19]=[CH:24][C:23]=2[N:25]=[N:26]1

Participants

6

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 18460838HCID 18460838, compoundHCID 66648793Ammonia dioxane

Product 1

HCID 12017517HCID 12017517, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

2-Chloro-4-(4-methylanilino)pyrimidine-5-carboxylic acid was treated with HOBt and WSC-HCl in dichloroethane and then, under ice-cooling, allowed to undergo the reaction by adding 0.5 M ammonia-1,4-dioxane solution to obtain 2-(benzotriazol-1-yloxy)-4-(4-methylanilino)pyrimidine-5-carboxamide (light yellow powder).

Workup

  1. temperatureunder ice-cooling
  2. customthe reaction

Sources & evidence

ORD record
ord-82a04059c90342c1adf31aeb4b006790
Source dataset
uspto-grants-2002_08
Patent number
US06432963B1

Reaction notes

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