Triethylamine → HCID 59640441, compound

HRID 2250124Notes

Reaction equation

HRID 2250124 reaction equation
Cl.Cl.[N:3]1([CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:22]=[C:21]3[C:16]([CH2:17][CH2:18][NH:19][CH2:20]3)=[CH:15][CH:14]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.CCN(CC)CC.[CH2:30]([C:34]1[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][CH:35]=1)[CH2:31][CH2:32][CH3:33]>>[CH2:30]([C:34]1[CH:39]=[CH:38][C:37]([S:40]([N:19]2[CH2:18][CH2:17][C:16]3[C:21](=[CH:22][C:13]([O:12][CH2:11][CH2:10][CH2:9][N:3]4[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]4)=[CH:14][CH:15]=3)[CH2:20]2)(=[O:42])=[O:41])=[CH:36][CH:35]=1)[CH2:31][CH2:32][CH3:33]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 27373524-Butylbenzene-1-sulfonyl chlorideHCID 69311509HCID 69311509, compound

Product 1

HCID 59640441HCID 59640441, compound

Procedure

2-(4-n-Butyl-benzenesulfonyl)-7-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-isoquinoline is prepared from 7-(3-piperidin-1-yl-propoxy)-1,2,3,4-tetrahydro-isoquinoline dihydrochloride (175 mg, 0.5 mmol), NEt3 (0.25 mL, 1.8 mmol), and 4-(n-butyl)benzenesulfonyl chloride (140 mg, 0.60 mmol) via a procedure substantially analogous to Procedure F except that an additional SCX column purification step is performed to give the product (165 mg, 70% yld). MS(ES+)471.1(M+H)+.

Workup

  1. customto give the product (165 mg, 70% yld)

Sources & evidence

ORD record
ord-216d6c38d097464cb1b836c71a5dbd75
Source dataset
uspto-grants-2008_01
Patent number
US07314937B2

Reaction notes

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