Triethylamine → HCID 42613219, compound

HRID 74629Notes

Reaction equation

HRID 74629 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[O:32]=[C:33]1[N:39]([CH:40]2[CH2:45][CH2:44][N:43]([C:46]3[N:51]=[CH:50][N:49]=[C:48]([C:52](O)=[O:53])[CH:47]=3)[CH2:42][CH2:41]2)[CH2:38][CH2:37][C:36]2[CH:55]=[CH:56][CH:57]=[CH:58][C:35]=2[NH:34]1.C(N(CC)CC)C>CN(C=O)C.CO.O>[N:1]1([C:52]([C:48]2[N:49]=[CH:50][N:51]=[C:46]([N:43]3[CH2:44][CH2:45][CH:40]([N:39]4[CH2:38][CH2:37][C:36]5[CH:55]=[CH:56][CH:57]=[CH:58][C:35]=5[NH:34][C:33]4=[O:32])[CH2:41][CH2:42]3)[CH:47]=2)=[O:53])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 10328IndolineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 583864046-[4-(2-Oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylic acid

Product 1

HCID 42613219HCID 42613219, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

34 μL (0.30 mmol) 2,3-dihydro-1H-indole and 90.0 mg (0.28 mmol) TBTU was added to 100 mg (0.27 mmol) 6-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylic acid and 42 μL (0.30 mmol) triethylamine in 4.0 mL DMF. The mixture was stirred for 1 h at RT and then poured onto 40 mL water. The precipitated product was suction filtered. The solid was stirred with methanol, suction filtered and dried.

Workup

  1. filtrationfiltered
  2. customdried

Sources & evidence

ORD record
ord-21dd98822cd9439eb62a2c56bbd2475e
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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