HCID 131729368, compound → HCID 44624304, compound

HRID 420282Notes

Reaction equation

HRID 420282 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:36]=[CH:37][CH:38]=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][C:28](=[O:33])[CH2:29][N:30]([CH3:32])[CH3:31])=[C:23]([F:34])[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:36]=[CH:37][CH:38]=1)[CH2:8][NH:9][C@H:17]1[CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][C@@H:13]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:33])[CH2:29][N:30]([CH3:31])[CH3:32])=[C:23]([F:34])[CH:22]=2)[C@@H:12]1[OH:11])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 131729368HCID 131729368, compound

Product 1

HCID 44624304HCID 44624304, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared in analogous manner as described for example 1o from N-{4-[(3aR*,7S*,7aS*)-3-(3-tert-butyl-benzyl)-2,5,5-trioxo-octahydro-1-oxa-5lambda*6*-thia-3-aza-inden-7-ylmethyl]-2-fluoro-phenyl}-2-dimethylamino-acetamide to yield an amorphous solid: TLC (toluene-ETA 85:15) Rf=0.34; HPLC RtA=1.47 min; ESIMS [M+H]+=520; 1H NMR (600 MHz, DMSO-d6): δ 9.46 (s, 1H), 7.86 (t, 1H), 7.35 (s, 1H), 7.23 (m, 2H), 7.13 (d, 1H), 7.10 (d, 1H), 6.98 (d, 1H), 5.22 (d, 1H), 3.79 (m, 1H), 3.63 (m, 1H), 3.38 (m, 1H), 3.16 (m, 1H), 3.08 (m, 3H), 2.98 (m, 2H), 2.79 (m, 1H), 2.64 (m, 1H), 2.51 (m, 1H), 2.41 (br, 1H), 2.27 (s, 6H), 2.04 (m, 1H), 1.25 (s, 9H).

Workup

  1. customto yield an amorphous solid
  2. customHPLC RtA=1.47 min

Sources & evidence

ORD record
ord-4036b8a5edfa49ba871fb230752a40f8
Source dataset
uspto-grants-2012_01
Patent number
US08093406B2

Reaction notes

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