1-{2-[Methyl(6-oxohexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate → 1-{2-[{6-[({5-[{3-[(tert-Butoxycarbonyl)(methyl)amino]propyl}(methyl)carbamoyl]-2-thienyl}methyl)(2,2-dimethylpropyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446547Notes

Reaction equation

HRID 446547 reaction equation
[CH3:1][C:2]([CH3:28])([CH3:27])[CH2:3][NH:4][CH2:5][C:6]1[S:10][C:9]([C:11]([N:13]([CH3:26])[CH2:14][CH2:15][CH2:16][N:17]([CH3:25])[C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:12])=[CH:8][CH:7]=1.[C:29]1([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[NH:35][C:36](=[O:56])[O:37][CH:38]1[CH2:43][CH2:42][N:41]([CH2:44][CH2:45][N:46]([CH3:55])[C:47](=[O:54])[CH2:48][CH2:49][CH2:50][CH2:51][CH:52]=O)[CH2:40][CH2:39]1>>[C:29]1([C:57]2[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=2)[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[NH:35][C:36](=[O:56])[O:37][CH:38]1[CH2:43][CH2:42][N:41]([CH2:44][CH2:45][N:46]([C:47](=[O:54])[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][N:4]([CH2:5][C:6]2[S:10][C:9]([C:11](=[O:12])[N:13]([CH2:14][CH2:15][CH2:16][N:17]([C:18]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:24])[CH3:25])[CH3:26])=[CH:8][CH:7]=2)[CH2:3][C:2]([CH3:28])([CH3:27])[CH3:1])[CH3:55])[CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 867619011-{2-[Methyl(6-oxohexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateHCID 86761908tert-Butyl (3-{[(5-{[(2,2-dimethylpropyl)amino]methyl}-2-thienyl)carbonyl](methyl)amino}propyl)methylcarbamate

Product 1

HCID 666715271-{2-[{6-[({5-[{3-[(tert-Butoxycarbonyl)(methyl)amino]propyl}(methyl)carbamoyl]-2-thienyl}methyl)(2,2-dimethylpropyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateYield 69%

Procedure

The compound (122 mg, 0.307 mol) obtained in Example 55b and the compound (171 mg, 0.368 mmol) obtained in Example 4g were used to give the title compound (181 mg; yield, 69%) as a colorless oily substance according to the method described in Example 45b.

Sources & evidence

ORD record
ord-0b1ef76f5778441bbc023b2a979d9b54
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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