AZD-0837 synthesis

Yield:433937-93-0 85%

Reaction Conditions:

with trifluoroacetic acid for 0.5 h;

Steps:

A.(xi) (xi) Compound A

Ph (3-Cl) [(5-OCHF2)- (R)] CH (OH) C (O)-Aze-Pab (OMe, Teoc) (0.40 g, 0.62 mmol; see step (x) above), was dissolved in 5 mL of TFA and allowed to react for 30 min. TFA was evaporated and the residue was partitioned between ethyl acetate and [NAHC03] (aq. ). The aqueous phase was extracted twice more with ethyl acetate and the combined organic phase was washed with water, brine, dried [(NA2S04),] filtered and evaporated. The product was freeze dried from water/acetonitrile. No purification was necessary. Yield: 0.28 g (85%). 'H-NMR (600 MHz; [CDC13)] : [8] 7.89 (bt, 1H), 7.57 (d, 2H), 7.28 (d, 2H), 7.18 (m, [1H),] 7.13 (m, [LH),] 6.99 (m, [1H),] 6.51 (t, [1H),] 4. [88] (s, [1H),] 4.87 (m, [1H),] 4.80 (bs, 2H), 4.48 (dd, 1H), 4.43 (dd, 1H), 4.10 (m, 1H), 3.89 (s, 3H), 3.68 (m, 1H), 2.68 (m, 1H), 2.40 (m, 1H). [93C-NMR] (125 MHz; [CDCL3)] : (carbonyl and/or amidine carbons, rotamers) [8] 172.9, 170.8, 152.7, 152.6 HRMS calculated for [C22H23C1F2N4O5] (M-H)-495. 1242, found 495.1247

References:

WO2003/101423,2003,A1 Location in patent:Page 23-24