3-cyclopropyl-1H-quinazoline-2,4-dione → HCID 69709395, compound

HRID 896355Notes

Reaction equation

HRID 896355 reaction equation
[C:1]([O:5][C:6](=[O:39])[NH:7][CH2:8][C:9]1[CH:38]=[CH:37][C:12]2[N:13]([CH2:32]CC(C)C)[C:14]([CH2:16][N:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:20](=[O:27])[N:19]([CH:28]4[CH2:30][CH2:29]4)[C:18]3=[O:31])=[N:15][C:11]=2[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].C1(N2C(=O)C3C(=CC=CC=3)NC2=O)CC1.C(OC(NCC1C=CC2N(C[CH2:74][CH2:75][CH2:76][O:77][C:78](=[O:83])[C:79]([CH3:82])([CH3:81])[CH3:80])C(C[Cl:72])=NC=2C=1)=O)(C)(C)C>>[ClH:72].[C:1]([O:5][C:6]([NH:7][CH2:8][C:9]1[CH:38]=[CH:37][C:12]2[N:13]([CH2:32][CH2:74][CH2:75][CH2:76][O:77][C:78](=[O:83])[C:79]([CH3:82])([CH3:81])[CH3:80])[C:14]([CH2:16][N:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:20](=[O:27])[N:19]([CH:28]4[CH2:30][CH2:29]4)[C:18]3=[O:31])=[N:15][C:11]=2[CH:10]=1)=[O:39])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 3

HCID 172214493-cyclopropyl-1H-quinazoline-2,4-dioneHCID 59561852HCID 59561852, compoundHCID 69718855[2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 69709395HCID 69709395, compoundYield 81%

Procedure

The procedure for [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester was followed using 3-cyclopropyl-1H-quinazoline-2,4-dione (44 mg, 0.22 mmol) and 2,2-dimethyl-propionic acid 4-[5-(tert-butoxycarbonylamino-methyl)-2-chloromethyl-benzoimidazol-1-yl]-butyl ester; HCl salt (107 mg, 0.219 mmol) to give 2,2-Dimethyl-propionic acid 4-[5-(tert-butoxycarbonylamino-methyl)-2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-benzoimidazol-1-yl]-butyl ester (110 mg, 81%) as a white solid:

Sources & evidence

ORD record
ord-3e9a6eaa99e541e6b899691b6ba1bda9
Source dataset
uspto-grants-2005_07
Patent number
US06919331B2

Reaction notes

Loading…