tert-Butyl (3-{[(4-amino-5-chloro-2-methoxyphenyl)carbonyl](methyl)amino}propyl)methylcarbamate → 1-(2-{[6-({4-[{3-[(tert-Butoxycarbonyl)(methyl)amino]propyl}(methyl)carbamoyl]-2-chloro-5-methoxyphenyl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446609Notes

Reaction equation

HRID 446609 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([N:11]([CH3:24])[CH2:12][CH2:13][CH2:14][N:15]([CH3:23])[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:10])=[C:4]([O:25][CH3:26])[CH:3]=1.[C:27]1([C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH:33][C:34](=[O:54])[O:35][CH:36]1[CH2:41][CH2:40][N:39]([CH2:42][CH2:43][N:44]([CH3:53])[C:45](=[O:52])[CH2:46][CH2:47][CH2:48][CH2:49][CH:50]=O)[CH2:38][CH2:37]1>>[C:27]1([C:55]2[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=2)[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH:33][C:34](=[O:54])[O:35][CH:36]1[CH2:41][CH2:40][N:39]([CH2:42][CH2:43][N:44]([C:45](=[O:52])[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][NH:1][C:2]2[CH:3]=[C:4]([O:25][CH3:26])[C:5]([C:9](=[O:10])[N:11]([CH2:12][CH2:13][CH2:14][N:15]([C:16]([O:17][C:18]([CH3:21])([CH3:19])[CH3:20])=[O:22])[CH3:23])[CH3:24])=[CH:6][C:7]=2[Cl:8])[CH3:53])[CH2:38][CH2:37]1

Participants

3

Reactant 2

HCID 86663478tert-Butyl (3-{[(4-amino-5-chloro-2-methoxyphenyl)carbonyl](methyl)amino}propyl)methylcarbamateHCID 867619011-{2-[Methyl(6-oxohexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

Product 1

HCID 666717661-(2-{[6-({4-[{3-[(tert-Butoxycarbonyl)(methyl)amino]propyl}(methyl)carbamoyl]-2-chloro-5-methoxyphenyl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamateYield 43.9%

Procedure

The compound (219 mg, 0.57 mmol) obtained in Example 96a and the compound (294 mg, 0.63 mmol) obtained in Example 4g were used to give the title compound (209 mg; yield, 17%) as a white solid according to the method described in Example 18b.

Sources & evidence

ORD record
ord-51585c2f045c4ffa9441407b026dd855
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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