Potassium Bromide → HCID 140352841, compound

HRID 1194946Notes

Reaction equation

HRID 1194946 reaction equation
[CH2:1]=[C:2]1[CH2:7][CH2:6][CH:5]([O:8]/[N:9]=[C:10](/[C:16]2[N:17]=[C:18]([NH:21]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[S:19][CH:20]=2)\[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:4][CH2:3]1.[K+].[Br-]>C(O)=O>[CH2:1]=[C:2]1[CH2:7][CH2:6][CH:5]([O:8]/[N:9]=[C:10](/[C:16]2[N:17]=[C:18]([NH2:21])[S:19][CH:20]=2)\[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 253877Potassium BromideHCID 140352849HCID 140352849, compound

Product 1

HCID 140352841HCID 140352841, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Ethyl (Z)-2-(4-methylenecyclohexyloxyimino)-2-(2-tritylaminothiazol-4-yl)acetate (171 mg) was subjected to formic acid deprotection as in Example 1a, but with a reaction time of 1 h. After chromatography, the title compound was obtained as a white solid (74 mg) (Found M+, 309.1135. C14H19N3O3S requires M, 309.1146)-, νmax (KBr) 1724, 1650 (sh), 1624, 1540, 1461, and 1444 cm-1 ; δH (CDCl3) 1.36 (3H, t, J 7 Hz), 1.83, 2.09 and 2.32 (8H, 3m), 4.40 (2H, q, J 7 Hz), 4.48 (1H, m), 4.64 (2H, s), 5.19 (2H, br s, D2O exch.), and 6.73 (1H, s).

Workup

  1. customwith a reaction time of 1 h

Sources & evidence

ORD record
ord-541fc60419a742ed9befa943374eeaf6
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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