tert-Butyl [3-(6-amino-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)propyl]methylcarbamate → 1-{2-[{6-[(2-{3-[(tert-Butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446554Notes

Reaction equation

HRID 446554 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][CH2:14][CH2:15][N:16]([CH3:24])[C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:6][CH2:5]2.[C:25]1([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH:31][C:32](=[O:52])[O:33][CH:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][N:42]([CH3:51])[C:43](=[O:50])[CH2:44][CH2:45][CH2:46][CH2:47][CH:48]=O)[CH2:36][CH2:35]1>>[C:25]1([C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[NH:31][C:32](=[O:52])[O:33][CH:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][N:42]([C:43](=[O:50])[CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][NH:1][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[C:8](=[O:12])[N:7]([CH2:13][CH2:14][CH2:15][N:16]([C:17]([O:18][C:19]([CH3:21])([CH3:20])[CH3:22])=[O:23])[CH3:24])[CH2:6][CH2:5]3)[CH3:51])[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 86663453tert-Butyl [3-(6-amino-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)propyl]methylcarbamateHCID 867619011-{2-[Methyl(6-oxohexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

Product 1

HCID 666715571-{2-[{6-[(2-{3-[(tert-Butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateYield 24.3%

Procedure

The compound (149 mg, 0.447 mmol) obtained in Example 61d and the compound (250 mg, 0.536 mmol) obtained in Example 4g were used to give the title compound (85 mg; yield, 24%) as a colorless oily substance according to the method described in Example 45b.

Sources & evidence

ORD record
ord-3cef5e9f96fb4a27bfd60349bfc7642d
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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