Diethylamine → HCID 13769161, compound

HRID 2232570Notes

Reaction equation

HRID 2232570 reaction equation
[CH3:1][CH:2]([CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]=1)[C:3](O)=[O:4].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:35]([NH:37][CH2:38][CH3:39])[CH3:36]>O1CCCC1>[CH2:35]([N:37]([CH2:38][CH3:39])[C:3](=[O:4])[CH:2]([CH3:1])[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:8]=1)[CH3:36]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 9811219HCID 9811219, compound

Product 1

HCID 13769161HCID 13769161, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The procedure is as in Example 85, starting with laevorotatory α-methyl-2-phenyl-4-quinazolinepropanoic acid (2 g) in tetrahydrofuran (20 cc), carbonyldiimidazole (1.65 g) and diethylamine (1.05 cc). After two recrystallizations in isopropyl ether, dextrorotatory N,N-diethyl-α-methyl-2-phenyl-4-quinazolinepropanamide (1.3 g), m.p. 93.8° C., is isolated.

Workup

  1. customAfter two recrystallizations in isopropyl ether

Sources & evidence

ORD record
ord-1a10f181398249e6adf27396e822982c
Source dataset
uspto-grants-1988_11
Patent number
US04788204

Reaction notes

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