Pyridine, 3-(4-aminobutyl)- → HCID 15017988, compound

HRID 2232157Notes

Reaction equation

HRID 2232157 reaction equation
[N+](C1C=CC([O:10][C:11](=O)[CH2:12][CH2:13][C@@H:14]2[CH2:16][C:15]2([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=CC=1)([O-])=O.[N:30]1[CH:35]=[CH:34][CH:33]=[C:32]([CH2:36][CH2:37][CH2:38][CH2:39][NH2:40])[CH:31]=1>O1CCCC1>[C:23]1([C:15]2([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:16][C@H:14]2[CH2:13][CH2:12][C:11]([NH:40][CH2:39][CH2:38][CH2:37][CH2:36][C:32]2[CH:31]=[N:30][CH:35]=[CH:34][CH:33]=2)=[O:10])[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 72927Pyridine, 3-(4-aminobutyl)-HCID 14347606HCID 14347606, compound

Product 1

HCID 15017988HCID 15017988, compoundYield 87.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

As in Example 141, (R)-2,2-diphenylcyclopropanepropanoic acid 4-nitrophenyl ester (4.8 g) was treated with 3-pyridinebutanamine (1.88 g) in tetrahydrofuran (110 mL) at 25° C. for 2 hours. The crude product, isolated in the normal manner, was purified by HPLC (ethyl acetate-hexane; 9:1) and lyophilized from benzene to give 4.3 g of (R)-2,2-diphenyl-N-[4-(3-pyridinyl)butyl]cyclopropanepropanamide as an oil, [α]D25 +86.4° (c, 1.0, MeOH).

Workup

  1. customThe crude product, isolated in the normal manner
  2. customwas purified by HPLC (ethyl acetate-hexane; 9:1)

Sources & evidence

ORD record
ord-a4625a009b6f482eb61948573106c726
Source dataset
uspto-grants-1988_11
Patent number
US04786646

Reaction notes

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