HCID 68556009, compound → HCID 44624305, compound

HRID 420284Notes

Reaction equation

HRID 420284 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:35]=[CH:36][CH:37]=1)[CH2:8][N:9]1[C@@H:17]2[C@H:12]([C@H:13]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([NH:27][CH2:28][CH2:29][N:30]([CH3:32])[CH3:31])=[C:23]([F:33])[CH:22]=3)[CH2:14][S:15](=[O:19])(=[O:18])[CH2:16]2)[O:11]C1=O)([CH3:4])([CH3:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([C:5]1[CH:6]=[C:7]([CH:35]=[CH:36][CH:37]=1)[CH2:8][NH:9][C@@H:17]1[C@@H:12]([OH:11])[C@H:13]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][CH2:28][CH2:29][N:30]([CH3:31])[CH3:32])=[C:23]([F:33])[CH:22]=2)[CH2:14][S:15](=[O:19])(=[O:18])[CH2:16]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 68556009HCID 68556009, compound

Product 1

HCID 44624305HCID 44624305, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared in analogous manner as described for example 1o) from (3aR*,7S*,7aS*)-3-(3-tert-butyl-benzyl)-7-[4-(2-dimethylamino-ethylamino)-3-fluoro-benzyl]-5,5-dioxo-hexahydro-1-oxa-5lambda*6*-thia-3-aza-inden-2-one to yield a sticky oil: TLC (toluene-ETA 85:15) Rf=0.20; HPLC RtA=1.51 min; ESIMS [M+H]+=506; 1H-NMR (600 MHz, DMSO-d6): δ 7.35 (s, 1H), 7.24 (m, 2H), 7.13 (d, 1H), 6.85 (d, 1H), 6.78 (d, 1H), 6.65 (t, 1H), 5.65 (d, 1H), 4.92 (m, 1H), 3.80 (d, 1H), 3.62 (d, 1H), 3.37 (m, 1H), 3.10 (m, 3H), 2.95 (m, 3H), 2.78 (m, 1H), 2.63 (m, 1H), 2.45 (t, 2H), 2.37 (m, 1H), 2.15 (s, 6H), 1.98 (m, 1H), 1.25 (s, 9H).

Workup

  1. customto yield a sticky oil
  2. customHPLC RtA=1.51 min

Sources & evidence

ORD record
ord-68490725f5534e3dbb763bab6219f2b1
Source dataset
uspto-grants-2012_01
Patent number
US08093406B2

Reaction notes

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