Methylamine → (S)-[3-(4Chloro-indol-1-yl)-3-phenyl-propyl]-methyl-amine

HRID 250206Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[CH:11]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:12][CH2:13]Cl.[CH3:21][NH2:22]>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[C@H:11]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:12][CH2:13][NH:22][CH3:21]

Participants

Reactant 2

HCID 6329Methylamine

HCID 672691064-chloro-1-(3-chloro-1-phenyl-propyl)-1H-indole

Product 1

HCID 58088492(S)-[3-(4Chloro-indol-1-yl)-3-phenyl-propyl]-methyl-amine

Procedure

4-chloro-1-(3-chloro-1-phenyl-propyl)-1H-indole (0.228 g) was reacted with methylamine following the procedure of step 3 of Example 11 to afford 0.135 g of (S)-[3-(4Chloro-indol-1-yl)-3-phenyl-propyl]-methyl-amine, (M+H=300).

Sources & evidence

ORD record: ord-515d6bd20b19426fac7345228952f0b3
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07863305B2

Reaction notes

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