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

HRID 1678499Notes

Reaction equation

HRID 1678499 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](O)=[O:22])=[CH:17][CH:16]=2)[CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:29][S:30]([N:33]1[CH2:38][CH2:37][N:36]([CH2:39][C:40]2[CH:45]=[CH:44][C:43]([NH2:46])=[CH:42][CH:41]=2)[CH2:35][CH2:34]1)(=[O:32])=[O:31].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])[NH:8][C:9]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:22])[NH:46][C:43]3[CH:44]=[CH:45][C:40]([CH2:39][N:36]4[CH2:35][CH2:34][N:33]([S:30]([CH3:29])(=[O:32])=[O:31])[CH2:38][CH2:37]4)=[CH:41][CH:42]=3)=[CH:17][CH:16]=2)[C:12]([O:24][C:25]([F:27])([F:26])[F:28])=[CH:11][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

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 598223415'-tert-Butoxycarbonylamino-2'-trifluoromethoxy-biphenyl-4-carboxylic acid

Product 1

HCID 59822388{4'-[4-(4-Methanesulfonyl-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 (50 mg), 4-(4-methanesulfonyl-piperazin-1-ylmethyl)-phenylamine (35.2 mg), HBTU (49.6 mg) and N-Methylmorpholine (30 ul) in dry DMF (3 ml) was stirred for 16 hrs.

Sources & evidence

ORD record
ord-365848b07b494412869a4839ae05515b
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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