Chloride → HCID 135772713, compound

HRID 2390745Notes

Reaction equation

HRID 2390745 reaction equation
[Cl-].C(OC(NCC/C(/N1CCCC1)=C/C(OCC)=O)=O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:27][C:28]1[C:32]2[C:33](=[O:37])[NH:34][CH:35]=[CH:36][C:31]=2[O:30][N:29]=1>>[O:30]([C:31]1[CH:36]=[CH:35][C:27]([C:28]2[C:32]3[C:33](=[O:37])[NH:34][CH:35]=[CH:36][C:31]=3[O:30][N:29]=2)=[CH:28][CH:32]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 312ChlorideHCID 86596702ethyl (Z)-5-{[(benzyloxy)carbonyl]amino}-3-tetrahydro-1H-1-pyrrolyl-2-pentenoateHCID 135536110HCID 135536110, compound

Product 1

HCID 135772713HCID 135772713, compound

Procedure

The title compound was prepared from 4-phenoxybenzohydroxyiminoyl chloride, prepared using the procedure described in Jones, Raymond C. F. et al, J. Med. Chem. 2003, 46, 87-96, and ethyl (Z)-5-{[(benzyloxy)carbonyl]amino}-3-tetrahydro-1H-1-pyrrolyl-2-pentenoate, prepared using the procedure described in Natale, Nicholas, R. et al, J. Chem. Soc. Perkins Trans. I, 1999, 765-776, using a manner similar to that described in Natale, Nicholas, R. et al, J. Chem. Soc. Perkins Trans. I, 1999, 765-776 for the preparation of 3-methyl-4,5-dihydroisoxazolo[4,5-c]pyridin-4-one. 1H NMR (DMSO-d6, 400 MHz) δ 8.31 (d, 2H), 7.66 (d, 1H), 7.46 (t, 2H), 7.22 (t, 1H), 7.1-7.15 (m, 5H), 6.82 (d, 1H); Rt=3.03 min (Conditions a), MS m/e: 303 (M−H)−.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-9d46b8e4fc76463d9d78fcf1a3eb8af1
Source dataset
uspto-grants-2012_09
Patent number
US08273736B2

Reaction notes

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