4-Methylmorpholine → (4'-{4-[4-(Propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenylcarbamoyl}-6-trifluoromethoxy-biphenyl-3-yl)-carbamic acid tert-butyl ester

HRID 1678497Notes

Reaction equation

HRID 1678497 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([O:24][C:25]([F:28])([F:27])[F:26])=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([OH:23])=O)=[CH:17][CH:16]=2)[CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:29]([S:32]([N:35]1[CH2:40][CH2:39][N:38]([CH2:41][C:42]2[CH:47]=[CH:46][C:45]([NH2:48])=[CH:44][CH:43]=2)[CH2:37][CH2:36]1)(=[O:34])=[O:33])[CH2:30][CH3:31].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>CN(C=O)C>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:23])[NH:48][C:45]3[CH:46]=[CH:47][C:42]([CH2:41][N:38]4[CH2:37][CH2:36][N:35]([S:32]([CH2:29][CH2:30][CH3:31])(=[O:34])=[O:33])[CH2:40][CH2:39]4)=[CH:43][CH:44]=3)=[CH:17][CH:16]=2)[C:12]([O:24][C:25]([F:26])([F:27])[F:28])=[CH:11][CH:10]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 282735484-[(4-(Propylsulfonyl)piperazin-1-yl)methyl]anilineHCID 598223415'-tert-Butoxycarbonylamino-2'-trifluoromethoxy-biphenyl-4-carboxylic acid

Product 1

HCID 59822362(4'-{4-[4-(Propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenylcarbamoyl}-6-trifluoromethoxy-biphenyl-3-yl)-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5′-tert-butoxycarbonylamino-2′-trifluoromethoxy-biphenyl-4-carboxylic acid (300 mg), 4-[4-(propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenylamine (224 mg), EDAC (144 mg), HOBT (102 mg) and N-Methylmorpholine (166 ul) in dry DMF (3 ml) was stirred for 16 hrs.

Sources & evidence

ORD record
ord-da51fb2a216e4844ac62d45be0cfa989
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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