Diethylamine → HCID 9951702, compound

HRID 2232549Notes

Reaction equation

HRID 2232549 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:19]=[C:18]([CH2:20][CH2:21][C:22]([OH:24])=O)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:37]([NH:39][CH2:40][CH3:41])[CH3:38]>O1CCCC1>[CH2:37]([N:39]([CH2:40][CH3:41])[C:22](=[O:24])[CH2:21][CH2:20][C:18]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[N:19]=1)[CH3:38]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 21283606HCID 21283606, compound

Product 1

HCID 9951702HCID 9951702, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The procedure is as in Example 7, starting with 2-(4-nitrophenyl)-4-quinazolinepropanoic acid (1.35 g), carbonyldiimidazole (0.82 g) and diethylamine (0.9 cc) in anhydrous tetrahydrofuran (20 cc). After chromatography on silica gel with ethyl acetate as eluant, and recrystallization in ethyl acetate, N,N-diethyl-2-(4-nitrophenyl)-4-quinazolinepropanamide (0.35 g), m.p. 168° C., is obtained.

Workup

  1. customAfter chromatography on silica gel with ethyl acetate as eluant, and recrystallization in ethyl acetate

Sources & evidence

ORD record
ord-1c9d4359446b405ca97bd9fda2674b36
Source dataset
uspto-grants-1988_11
Patent number
US04788204

Reaction notes

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