4-(3-Piperidin-1-ylpropoxy)benzoyl chloride hydrochloride → HCID 17986249, compound

HRID 268733Notes

Reaction equation

HRID 268733 reaction equation
Cl.[N:2]1([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([Cl:18])=[O:17])=[CH:14][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.[C:22]([C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[CH2:30][NH:29][CH2:28][CH2:27]2)#[N:23]>>[ClH:18].[N:2]1([CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:20]=[CH:19][C:15]([C:16]([N:29]3[CH2:28][CH2:27][C:26]4[C:31](=[CH:32][CH:33]=[C:24]([C:22]#[N:23])[CH:25]=4)[CH2:30]3)=[O:17])=[CH:14][CH:13]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 218520624-(3-Piperidin-1-ylpropoxy)benzoyl chloride hydrochlorideHCID 225702181,2,3,4-Tetrahydroisoquinoline-6-carbonitrile hydrochloride

Product 1

HCID 17986249HCID 17986249, compound

Procedure

The title compound was prepared from 4-(3-piperidin-1-ylpropoxy)benzoyl chloride hydrochloride (D3) (0.20 g) and 6-cyano-1,2,3,4-tetrahydroisoquinoline hydrochloride (WO98/50363) (0.15 g) using the procedure described for Example 1 and isolated as a white solid (0.13 g). MS electrospray (+ion) 404 (MH+). 1H NMR δ (DMSO-d6): 10.20 (1H, s), 7.69 (1H, s), 7.65 (1H, d, J=7.5 Hz), 7.45 (3H, m), 7.02 (2H, d, J=8.6 Hz), 4.76 (1H, s), 4.11 (1H, t, J=5.9), 3.68 (2H, m), 3.44 (2H, m), 3.17 (2H, m), 2.90 (4H, m), 2.19 (2H, m), 1.78-1.37 (6H, m).

Sources & evidence

ORD record
ord-dbd0a5f5d01840e4a8c4ef0a8d1e2af2
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Reaction notes

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