Lithium hydroxide, monohydrate → HCID 86608832, compound

HRID 1162652Notes

Reaction equation

C([O:3][C:4]([C@@H:6]1[C@@H:10]([NH:11][C:12]([C:14]2[S:15][C:16]([Cl:19])=[CH:17][CH:18]=2)=[O:13])[CH2:9][N:8]([CH2:20][C:21](=[O:37])[NH:22][C:23]2[CH:28]=[CH:27][C:26]([N:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]3=[O:35])=[CH:25][C:24]=2[F:36])[CH2:7]1)=[O:5])C.O[Li:39].O>C1COCC1.O>[Cl:19][C:16]1[S:15][C:14]([C:12]([NH:11][C@H:10]2[CH2:9][N:8]([CH2:20][C:21](=[O:37])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([N:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]4=[O:35])=[CH:25][C:24]=3[F:36])[CH2:7][C@@H:6]2[C:4]([O-:5])=[O:3])=[O:13])=[CH:18][CH:17]=1.[Li+:39]

Participants

Conditions

Temperature: 25 °C

Procedure

(3S,4R)-4-[(5-Chloro-thiophene-2-carbonyl)-amino]-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-pyrrolidine-3-carboxylic acid ethyl ester (example 40.4; 0.11 g) is dissolved in THF/water (1:1; 3 ml) and LiOH hydrate (9 mg) is added to the suspension. The mixture is stirred for 2 h at 25° C. The solvent is evaporated to dryness to obtain 0.102 g (95%) lithium (3S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-pyrrolidine-3-carboxylate. White solid. MS 519.3 [M+H+].

Workup

customThe solvent is evaporated to dryness

Sources & evidence

ORD record: ord-4f51b9cf3a8e4c729ffdc9b9c3c5d735
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

Loading…