(S)-(+)-Tetrahydrofurfurylamine → HCID 66723260, compound

HRID 1806453Notes

Reaction equation

HRID 1806453 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:8]([S:10]([N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[C:27]3[C:22](=[C:23]([C:43]([NH2:45])=[O:44])[CH:24]=[C:25]([C:28]4[CH:33]=[C:32]([CH2:34][NH:35][CH2:36][C@@H:37]5[CH2:41][CH2:40][CH2:39]O5)[CH:31]=[C:30]([F:42])[CH:29]=4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:15][CH2:14]1)(=[O:12])=[O:11])[CH3:9].O1CCC[C@H:47]1CN>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH:37]1([CH2:36][NH:35][CH2:34][C:32]2[CH:33]=[C:28]([C:25]3[CH:26]=[C:27]4[C:22](=[C:23]([C:43]([NH2:45])=[O:44])[CH:24]=3)[NH:21][CH:20]=[C:19]4[CH:16]3[CH2:17][CH2:18][N:13]([S:10]([CH2:8][CH3:9])(=[O:12])=[O:11])[CH2:14][CH2:15]3)[CH:29]=[C:30]([F:42])[CH:31]=2)[CH2:47][CH2:39][CH2:40][CH2:41]1

Participants

3

Reactant 2

HCID 641530(S)-(+)-TetrahydrofurfurylamineHCID 667231363-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-fluoro-5-({[(2S)-tetrahydro-2-furanylmethyl]amino}methyl)phenyl]-1H-indole-7-carboxamide trifluoroacetate

Product 1

HCID 66723260HCID 66723260, compoundYield 37.9%

Procedure

The title compound was prepared according to the general procedure of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-fluoro-5-({[(2S)-tetrahydro-2-furanylmethyl]amino}methyl)phenyl]-1H-indole-7-carboxamide trifluoroacetate, substituting 1-cyclopentylmethanamine (52 mg, 0.525 mmol) for 1-[(2S)-tetrahydro-2-furanyl]methanamine to afford 21.6 mg of the title compound (37.9%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-5713617279694b31b49c00f9bfc1a49a
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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