(S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine → (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)dibenzo[a,d]cycloheptene-5-carboxamide

HRID 992303Notes

Reaction equation

HRID 992303 reaction equation
[CH2:1]1[C:11]2[C:5]([C:6]([C:16](O)=[O:17])=[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]3=[CH:9][CH:10]=2)=[CH:4][CH:3]=[CH:2]1.[NH2:19][C@H:20]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH2:21]1>>[F:33][C:30]1[CH:29]=[CH:28][C:27]([CH2:26][CH2:25][N:22]2[CH2:23][CH2:24][C@H:20]([NH:19][C:16]([C:6]3[C:5]4=[CH:4][CH:3]=[CH:2][CH2:1][C:11]4=[CH:10][CH:9]=[C:8]4[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=34)=[O:17])[CH2:21]2)=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 59915932(S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidineHCID 86758577Dibenzo[a,d]cycloheptene-5-carboxylic acid

Product 1

HCID 86758578(S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)dibenzo[a,d]cycloheptene-5-carboxamide

Procedure

Dibenzo[a,d]cycloheptene-5-carboxylic acid and (S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine were reacted under the same conditions as in Example 23 to give (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)dibenzo[a,d]cycloheptene-5-carboxamide, melting point 127-128° C.

Sources & evidence

ORD record
ord-0322b0f1e15f4f95b8bd53cba810e2d2
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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