1-(Pyridin-4-yl)ethan-1-amine → HCID 86629637, compound

HRID 911399

Reaction equation

HRID 911399 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][CH2:7][N:8]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH2:9][CH2:10][C:4]=2[C:3]=1OS(C(F)(F)F)(=O)=O.[N:27]1[CH:32]=[CH:31][C:30]([CH:33]([NH2:35])[CH3:34])=[CH:29][CH:28]=1>>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[CH2:6][CH2:7][N:8]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH2:9][CH2:10][C:4]=2[C:3]=1[NH:35][CH:33]([C:30]1[CH:31]=[CH:32][N:27]=[CH:28][CH:29]=1)[CH3:34]

Participants

3

Reactant 2

HCID 2479981-(Pyridin-4-yl)ethan-1-amineHCID 574477477-Chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethylsulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine

Product 1

HCID 86629637HCID 86629637, compound

Procedure

Use a method similar to the General Procedure 5-3 to couple 7-chloro-3-(2,2,2-trifluoroacetyl)-6-trifluoromethanesulfonyloxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (400 mg, 0.94 mmol) and (±)-1-pyridin-4-yl-ethylamine (prepared as described in Bull. Kor. Chem. Soc. 1998, 19 (8), 891-893) (172 mg, 1.41 mmol). Purify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 4:1 and 1:1) to give (±)-7-chloro-6-[(1-pyridin-4-yl-ethyl)-amino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine.

Workup

  1. customPurify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 4:1 and 1:1)

Sources & evidence

ORD record
ord-476f724d9cda40209446af5bd96405f1
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Linked notes

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