Triethylamine → HCID 18334111, compound

HRID 2269414Notes

Reaction equation

HRID 2269414 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][CH:7]=1)=O.Cl.[F:19][C:20]1[CH:21]=[C:22]([CH:27]([NH2:29])[CH3:28])[CH:23]=[CH:24][C:25]=1[F:26].C(N(CC)CC)C.C([BH3-])#N.[Na+]>[Ti](Cl)(Cl)(Cl)Cl.C(O)(=O)C>[CH3:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([CH:4]([NH:29][CH:27]([C:22]2[CH:23]=[CH:24][C:25]([F:26])=[C:20]([F:19])[CH:21]=2)[CH3:28])[C:3]2[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=2[NH2:1])=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 5003444Sodium cyanoborohydrideHCID 122064592-Amino-4'-methoxybenzophenoneHCID 18347113Benzenemethanamine, 3,4-difluoro-α-methyl-, hydrochloride (1:1)

Product 1

HCID 18334111HCID 18334111, compoundYield 59.6%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 176Acetic AcidSolvent

Procedure

In a similar manner to that described in Example (1a), 2-amino-4′-methoxybenzophenone (2.12 g), 1-(3,4-difluorophenyl)-ethylamine hydrochloride (2.60 g), triethylamine (7.8 ml), titanium tetrachloride (1.1 ml), sodium cyanoborohydride (2.34 g) and acetic acid (0.8 ml) were reacted, to afford a mixture of diastereomers of the title compound (2.05 g) as a colorless oil.

Workup

  1. customwere reacted
  2. customto afford

Sources & evidence

ORD record
ord-4b4d12e415124301be07200c0300106b
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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