4-Methylmorpholine → ({6-Chloro-4'[4-(4-methanesulfonyl-piperazin-1-ylmethyl)-phenylcarbamoyl]-biphenyl-3-ylcarbamoyl}-methyl)-methyl-carbamic acid tert-butyl ester

HRID 1678519Notes

Reaction equation

HRID 1678519 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:29])[CH2:9][C:10]([NH:12][C:13]1[CH:14]=[CH:15][C:16]([Cl:28])=[C:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25](O)=[O:26])=[CH:21][CH:20]=2)[CH:18]=1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:30][S:31]([N:34]1[CH2:39][CH2:38][N:37]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([NH2:47])=[CH:43][CH:42]=2)[CH2:36][CH2:35]1)(=[O:33])=[O:32].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1>CN(C=O)C>[C:1]([O:5][C:6](=[O:7])[N:8]([CH2:9][C:10](=[O:11])[NH:12][C:13]1[CH:18]=[C:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25](=[O:26])[NH:47][C:44]3[CH:45]=[CH:46][C:41]([CH2:40][N:37]4[CH2:36][CH2:35][N:34]([S:31]([CH3:30])(=[O:33])=[O:32])[CH2:39][CH2:38]4)=[CH:42][CH:43]=3)=[CH:21][CH:20]=2)[C:16]([Cl:28])=[CH:15][CH:14]=1)[CH3:29])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 113692314-(4-Methanesulfonyl-piperazin-1-ylmethyl)-phenylamineHCID 673744955'-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2'-chloro-biphenyl-4-carboxylic acid

Product 1

HCID 67374257({6-Chloro-4'[4-(4-methanesulfonyl-piperazin-1-ylmethyl)-phenylcarbamoyl]-biphenyl-3-ylcarbamoyl}-methyl)-methyl-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5′-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2′-chloro-biphenyl-4-carboxylic acid (85 mg), 4-(4-methanesulfonyl-piperazin-1-ylmethyl)-phenylamine (81 mg) and HBTU (120 mg) in dry DMF (4 ml) containing N-methylmorpholine (65 μl) was stirred at room temp for 18 h.

Sources & evidence

ORD record
ord-8c3895e1e6254cb5a666bb2afba9a799
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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