Diisopropylethylamine → HCID 71074680, compound

HRID 1852032Notes

Reaction equation

HRID 1852032 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([C@@H:10]([NH:12][C:13]([C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[N:20]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]4[C:32]([C:37](O)=[O:38])=[CH:33][CH:34]=[CH:35][CH:36]=4)=[CH:27][CH:26]=2)[C:19]([CH3:40])=[C:18]3[CH3:41])=[O:14])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([CH3:3])[CH3:2].Cl.[NH2:43][NH2:44].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>C(Cl)Cl>[NH:43]([C:37]([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[C:28]1[CH:27]=[CH:26][C:25]([CH2:24][N:20]2[C:21]3[C:17](=[CH:16][C:15]([C:13]([NH:12][C@H:10]([C:6]4[CH:7]=[CH:8][CH:9]=[C:4]([CH:1]([CH3:2])[CH3:3])[CH:5]=4)[CH3:11])=[O:14])=[CH:23][CH:22]=3)[C:18]([CH3:41])=[C:19]2[CH3:40])=[CH:30][CH:29]=1)=[O:38])[NH2:44]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 115031Hydrazinium chlorideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 53362000HCID 53362000, compound

Product 1

HCID 71074680HCID 71074680, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the mixture of (S)-4′-((5-((1-(3-isopropylphenyl)ethyl)carbamoyl)-2,3-dimethyl-1H-indol-1-yl)methyl)-[1,1′-biphenyl]-2-carboxylic acid (0.11 g, 0.201 mmol), hydrazine hydrochloride (0.028 g, 0.402 mmol) and HATU (0.092 g, 0.24 mmol) in DCM (2 mL) was added DIEA (0.14 mL, 0.8 mmol). The mixture was stirred at room temperature for 16 h. The solvent was removed and the residue was purified by silica gel to obtain the title compound. ESI-MS (m/z): 559 [M+H]+.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel

Sources & evidence

ORD record
ord-7c92add0b6e74c718fb722ae6c7ad840
Source dataset
uspto-grants-2015_02
Patent number
US08957093B2

Reaction notes

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