Chloroform → 3-[[N-[3-trifluoromethylbenzoyl]glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine

HRID 133574

反応式

ClCCl.[F:4][C:5]([F:16])([F:15])[C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9](Cl)=[O:10].C(Cl)(Cl)Cl.[Cl:21][C:22]1[CH:39]=[CH:38][C:25]([CH2:26][N:27]2[CH2:31][CH2:30][CH:29]([CH2:32][NH:33][C:34](=[O:37])[CH2:35][NH2:36])[CH2:28]2)=[CH:24][CH:23]=1>CO>[F:4][C:5]([F:16])([F:15])[C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9]([NH:36][CH2:35][C:34]([NH:33][CH2:32][CH:29]1[CH2:30][CH2:31][N:27]([CH2:26][C:25]2[CH:38]=[CH:39][C:22]([Cl:21])=[CH:23][CH:24]=2)[CH2:28]1)=[O:37])=[O:10]

参加物

実験手順

A dichloromethane (0.2 mL) solution of 3-(trifluoromethyl)benzoyl chloride (0.058 mmol) was added to a mixture of a chloroform (0.2 m-L) solution of 1-(4-chlorobenzyl)-3-[(glycylamino)methyl]pyrrolidine (0.050 mmol) with a dichloromethane (1 mL) solution of a piperidinomethylpolystyrene (60 mg). The resulting reaction mixture was stirred at room temperature for 2.5 hours, and methanol (0.30 mL) was then added. The reaction mixture was loaded onto a Varian™ SCX column and washed with methanol (15 mL). The obtained crude product was eluted with a methanol (5 mL) solution of 2 M NH3 and concentrated to thereby provide 3-[[N-[3-trifluoromethylbenzoyl]glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No. 1463) (22.4 mg, 99%). The purity was determined by RPLC/MS (97%). ESI/MS m/e 454.2 (M++H, C22H23ClF3N3O2).

後処理

customThe resulting reaction mixture
washwashed with methanol (15 mL)
customThe obtained crude product
washwas eluted with a methanol (5 mL) solution of 2 M NH3
concentrationconcentrated to thereby provide 3-[[N-[3-trifluoromethylbenzoyl]glycyl]aminomethyl]-1-(4-chlorobenzyl)pyrrolidine (Compd. No

出典と根拠

ORDレコード: ord-53683754c0334dcf9477eb97472527cb
出典データセット: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07390830B1

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

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