Triethylamine → HCID 70189770, compound

HRID 2269404Notes

Reaction equation

HRID 2269404 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)=O.Cl.[F:21][C:22]1[CH:23]=[C:24]([C@@H:28]([NH2:30])[CH3:29])[CH:25]=[CH:26][CH:27]=1.C(N(CC)CC)C.C([BH3-])#N.[Na+]>[Ti](Cl)(Cl)(Cl)Cl.C(O)(=O)C>[N+:14]([C:10]1[CH:9]=[C:8]([CH:6]([C:5]2[CH:17]=[CH:18][CH:19]=[C:3]([O:2][CH3:1])[CH:4]=2)[NH:30][C@H:28]([C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([F:21])[CH:23]=2)[CH3:29])[CH:13]=[CH:12][CH:11]=1)([O-:16])=[O:15]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 5003444Sodium cyanoborohydrideHCID 18347115HCID 18347115, compoundHCID 44828804(1S)-1-(3-Fluorophenyl)ethan-1-amine--hydrogen chloride (1/1)

Product 1

HCID 70189770HCID 70189770, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 176Acetic AcidSolvent

Procedure

In a similar manner to that described in Example (1a), 3-methoxy-3′-nitrobenzophenone (2.0 g), (S)-1-(3-fluorophenyl)ethylamine hydrochloride (2.73 g), triethylamine (6.50 ml), titanium tetrachloride (1.03 ml), sodium cyanoborohydride (2.15 g) and acetic acid (0.67 ml) were reacted, to afford the title compound (2.93 g) as a yellow oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-3be70c83845d445ea00edd7717be9778
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

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