HCID 59519026, compound → HCID 59519020, compound

HRID 1161866Notes

Reaction equation

HRID 1161866 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[N:21]=[C:20]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=2)[N:19]([CH2:33][C:34](=[O:39])[NH:35][CH:36]([CH3:38])[CH3:37])[C:18]3=[O:40])[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.CO>[CH:36]([NH:35][C:34](=[O:39])[CH2:33][N:19]1[C:18](=[O:40])[C:17]2[C:22](=[CH:23][CH:24]=[C:15]([N:11]3[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]3)[CH:16]=2)[N:21]=[C:20]1[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=1)([CH3:38])[CH3:37]

Participants

3

Reactant 1

HCID 59519026HCID 59519026, compound

Product 1

HCID 59519020HCID 59519020, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 21893726Hydrochloride methanolSolvent

Procedure

4-[3-(Isopropylcarbamoylmethyl)-2-(3-methoxyphenyl)-4-oxo-3,4-dihydroquinazolin-6-yl]perhydro-1,4-diazepine-1-carboxylic acid tert-butyl ester (INTERMEDIATE VII.1) (50 mg, 0.091 mmol) was treated with 4 N HCl/MeOH (10 mL) and the resulting solution was stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo to afford N-isopropyl-2-[2-(3-methoxyphenyl)-4-oxo-6-perhydro-1,4-diazepin-1-yl-4H-quinazolin-3-yl]acetamide (EXAMPLE 2a) (40 mg, 0.091 mmol, 100%) as the hydrochloride salt. Data for N-isopropyl-2-[2-(3-methoxyphenyl)-4-oxo-6-perhydro-1,4-diazepin-1-yl-4H-quinazolin-3-yl]acetamide (EXAMPLE 2a) (EXAMPLE 2a) hydrochloride salt: MS (ESI) m/z: 450 ([M+H]+)

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-1869ef190ef0460e8712a28d9731b406
Source dataset
uspto-grants-2010_10
Patent number
US07820649B2

Reaction notes

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