Triethylamine → [2-Methyl-3'-(4-morpholin-4-yl-phenylcarbamoyl)-biphenyl-4-yl]-carbamic acid tert-butyl ester

HRID 1678458Notes

Reaction equation

HRID 1678458 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21](O)=[O:22])[CH:16]=2)=[C:11]([CH3:24])[CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:25]1([C:31]2[CH:37]=[CH:36][C:34]([NH2:35])=[CH:33][CH:32]=2)[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1>CN(C=O)C.O>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21](=[O:22])[NH:35][C:34]3[CH:36]=[CH:37][C:31]([N:25]4[CH2:26][CH2:27][O:28][CH2:29][CH2:30]4)=[CH:32][CH:33]=3)[CH:16]=2)=[C:11]([CH3:24])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 598223634'-tert-Butoxycarbonylamino-2'-methyl-biphenyl-3-carboxylic acid

Product 1

HCID 59822359[2-Methyl-3'-(4-morpholin-4-yl-phenylcarbamoyl)-biphenyl-4-yl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 4′-tert-butoxycarbonylamino-2′-methyl-biphenyl-3-carboxylic acid (436 mg), 4-morpholin-4-yl aniline (238 mg), triethylamine (0.55 ml) and O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexafluorophosphate (757 mg) in dry DMF (1 ml) was stirred at 20 C for 18 h. Water (50 ml) was then added and the resulting colourless precipitate was collected by filtration and dried (680 mg)

Workup

  1. filtrationthe resulting colourless precipitate was collected by filtration
  2. customdried (680 mg)

Sources & evidence

ORD record
ord-b2ec8780220443e68cdffdbc65bcc0e2
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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