Benzyl chloroformate → 4''-[2-Butyl-6-(3-isopropyl-3-methyl-ureido)-4-oxo-4H-quinazolin-3-ylmethyl]-biphenyl-2-sulfonic acid benzyloxycarbonylamide(L-162620)

HRID 36117Notes

Reaction equation

HRID 36117 reaction equation
[CH3:1][C:2]1[C:7]([NH:8][C:9](=[O:13])[CH2:10][CH2:11][CH3:12])=[CH:6][N:5]=[C:4]2[N:14]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[S:33]([NH2:36])(=[O:35])=[O:34])=[CH:23][CH:22]=3)[C:15]([CH2:17][CH2:18][CH3:19])=[N:16][C:3]=12.Cl[C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39].ClC(OCCCC)=O>>[CH3:1][C:2]1[C:7]([NH:8][C:9](=[O:13])[CH2:10][CH2:11][CH3:12])=[CH:6][N:5]=[C:4]2[N:14]([CH2:20][C:21]3[CH:22]=[CH:23][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[S:33]([NH:36][C:38]([O:40][CH2:41][C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)=[O:39])(=[O:35])=[O:34])=[CH:25][CH:26]=3)[C:15]([CH2:17][CH2:18][CH3:19])=[N:16][C:3]=12

Participants

4

Reactant 3

HCID 10387Benzyl chloroformateHCID 61140Butyl chloroformateHCID 199397527-methyl-2-propyl-3-[2'-(aminosulfonyl)[1,1']-biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4,5-b]pyridine

Product 1

HCID 99173994''-[2-Butyl-6-(3-isopropyl-3-methyl-ureido)-4-oxo-4H-quinazolin-3-ylmethyl]-biphenyl-2-sulfonic acid benzyloxycarbonylamide(L-162620)

Procedure

The title compound was prepared from 7-methyl-2-propyl-3-[2'-(aminosulfonyl)[1,1']-biphenyl-4-yl]methyl-6-[(1-oxobutyl)amino]-3H-imidazo[4,5-b]pyridine as described in Example 30 substituting the reagent benzyl chloroformate for butyl chloroformate in Step 5. FAB MS for C35H37N5SO5 : M+ +1=640.

Sources & evidence

ORD record
ord-f126533a13fb404a9768c31baa65791a
Source dataset
uspto-grants-1995_05
Patent number
US05412097

Reaction notes

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