Triethylamine → HCID 178493963, compound

HRID 1864634Notes

Reaction equation

HRID 1864634 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH2:12][CH2:11][O:10][CH2:9][CH2:8]2)[CH2:3][CH2:2]1.[O:13]=[C:14]1[N:20]([CH:21]2[CH2:26][CH2:25][N:24]([C:27]([O:29][C@@H:30]([C:44](O)=[O:45])[CH2:31][C:32]3[CH:42]=[C:41]([CH3:43])[C:35]4[NH:36][C:37]([O:39][CH3:40])=[N:38][C:34]=4[CH:33]=3)=[O:28])[CH2:23][CH2:22]2)[CH2:19][CH2:18][C:17]2[CH:47]=[CH:48][CH:49]=[CH:50][C:16]=2[NH:15]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[O:13]=[C:14]1[N:20]([CH:21]2[CH2:22][CH2:23][N:24]([C:27]([O:29][C@H:30]([CH2:31][C:32]3[CH:42]=[C:41]([CH3:43])[C:35]4[NH:36][C:37]([O:39][CH3:40])=[N:38][C:34]=4[CH:33]=3)[C:44]([N:1]3[CH2:6][CH2:5][CH:4]([N:7]4[CH2:12][CH2:11][O:10][CH2:9][CH2:8]4)[CH2:3][CH2:2]3)=[O:45])=[O:28])[CH2:25][CH2:26]2)[CH2:19][CH2:18][C:17]2[CH:47]=[CH:48][CH:49]=[CH:50][C:16]=2[NH:15]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 7957244-MorpholinopiperidineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178493965HCID 178493965, compound

Product 1

HCID 178493963HCID 178493963, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

40 mg (0.24 mmol) 4-piperidin-4-yl-morpholine were added to a solution of 90 mg (0.16 mmol) (R)-1-carboxy-2-(2-methoxy-7-methyl-1H-benzimidazol-5-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 60 mg (0.19 mmol) TBTU and 30 μL (0.22 mmol) triethylamine in 1 mL DMF and the reaction mixture was stirred overnight at RT. The reaction mixture was purified by HPLC without working up; the fractions containing the product were combined and lyophilised.

Workup

  1. customThe reaction mixture was purified by HPLC
  2. additionthe fractions containing the product

Sources & evidence

ORD record
ord-f01278769a3e4e4bbe4b89a8de3406ec
Source dataset
uspto-grants-2009_12
Patent number
US07625886B2

Reaction notes

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