6-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinoline → HCID 11605944, compound

HRID 729290Notes

Reaction equation

HRID 729290 reaction equation
[CH2:1]([N:5]1[C:9](=[O:10])[C:8](Cl)=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[S:6]1(=[O:19])=[O:18])[CH2:2][CH2:3][CH3:4].[NH2:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[CH2:27][N:26]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:25][CH2:24]2>CC#N>[CH2:1]([N:5]1[C:9](=[O:10])[C:8]([NH:20][C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[CH2:27][N:26]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH2:25][CH2:24]3)=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[S:6]1(=[O:19])=[O:18])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 27563716-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinolineHCID 672426232-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Product 1

HCID 11605944HCID 11605944, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 2-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (1.000 g, 3.336 mmol), tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.828 g, 3.336 mmol) and TEA (0.460 ml, 3.33 gmmol) in dry MeCN (5 ml) was heated in a microwave reactor at 120° C. for 35 mins, 140° C. for 20 mins and 160° C. for 45 mins.

Sources & evidence

ORD record
ord-2e42b8a81dd34a65858beb6be8f0f437
Source dataset
uspto-grants-2009_09
Patent number
US07582629B2

Reaction notes

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