Diisopropylethylamine → HCID 20298443, compound

HRID 1389223Notes

Reaction equation

HRID 1389223 reaction equation
[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C(N(C(C)C)C(C)C)C.[Cl:33][C:34]1[CH:35]=[CH:36][C:37]([O:43][CH3:44])=[C:38]([CH:42]=1)[C:39](Cl)=[O:40]>C1C=CC=CC=1>[Cl:33][C:34]1[CH:35]=[CH:36][C:37]([O:43][CH3:44])=[C:38]([CH:42]=1)[C:39]([N:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:40]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 123841765-Chloro-2-methoxybenzoyl chlorideHCID 20298425HCID 20298425, compound

Product 1

HCID 20298443HCID 20298443, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

8.0 g of ethyl 6-(biphenyl-2-yl)aminocaproate and 3.3 g of ethyldiisopropylamine in 50 ml of benzene are reacted with a solution of 5.3 g of 5-chloro-2-methoxybenzoyl chloride in 20 ml of benzene, analogously to Example 47a), to obtain, as reaction product, 11.1 g (90% of theory) of ethyl 6-[5-chloro-2-methoxy-N-(biphenyl-2-yl)benzamido]caproate as a viscous non-distillable oil. The saponification of this ester yields 7.0 g (67% of theory) of 6-[5-chloro-2-methoxy-N-(biphenyl-2-yl)benzamido]-caproic acid, MP 164° to 165°.

Sources & evidence

ORD record
ord-f451da58151148e2b719c32d949f96ca
Source dataset
uspto-grants-1981_01
Patent number
US04243678

Reaction notes

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