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Triethylamine → HCID 70188163, compound

HRID 2269406
Notes
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Reaction equation

HRID 2269406 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[CH:8]=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+:13]([C:9]1[CH:8]=[C:7]([CH:5]([C:4]2[CH:16]=[CH:17][CH:18]=[CH:19][C:3]=2[O:2][CH3:1])[NH:30][C@H:28]([C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([F:21])[CH:23]=2)[CH3:29])[CH:12]=[CH:11][CH:10]=1)([O-:15])=[O:14]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 5003444Sodium cyanoborohydrideHCID 18334149HCID 18334149, compoundHCID 44828804(1S)-1-(3-Fluorophenyl)ethan-1-amine--hydrogen chloride (1/1)

Product 1

HCID 70188163HCID 70188163, compoundYield 104.8%

Reagents, catalysts & solvents 2

HCID 24193
Titanium Tetrachloride
Catalyst
HCID 176Acetic AcidSolvent

Procedure

In a similar manner to that described in Example (1a), 2-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 (3.10 g) as a yellow oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a09df4e14e0c468faf1605b82ddee1c1
Source dataset
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06329405B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes