Hydrochloride methanol → 1-{2-[Methyl(6-{[4-(piperazin-1-ylcarbonyl)phenyl]amino}hexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446597Notes

Reaction equation

[C:1]1([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([O:10][CH:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]([CH3:49])[C:20](=[O:48])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]([N:35]3[CH2:40][CH2:39][N:38](C(OC(C)(C)C)=O)[CH2:37][CH2:36]3)=[O:34])=[CH:29][CH:28]=2)[CH2:13][CH2:12]1)=[O:9].Cl.CO>>[C:1]1([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:9])[O:10][CH:11]1[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][N:19]([CH3:49])[C:20](=[O:48])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]([N:35]3[CH2:36][CH2:37][NH:38][CH2:39][CH2:40]3)=[O:34])=[CH:29][CH:28]=2)[CH2:15][CH2:16]1

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 86761917tert-Butyl 4-{[4-({6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}amino)phenyl]carbonyl}piperazine-1-carboxylate

Product 1

HCID 666714801-{2-[Methyl(6-{[4-(piperazin-1-ylcarbonyl)phenyl]amino}hexanoyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateYield 78%

Procedure

The compound (98 mg, 0.130 mmol) obtained in Example 92a and 2 N hydrochloric acid-methanol (1.30 mL, 2.60 mmol) were used to give the title compound (66 mg; yield, 78%) as a white solid according to the method described in Example 89e.

Sources & evidence

ORD record: ord-9ed3d77511c14eff9c8d381eba808be7
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08476253B2

Reaction notes

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