Lithium Hydroxide → HCID 178442395, compound

HRID 244909Notes

Reaction equation

C[O:2][C:3]([C:5]1[S:6][C:7]([C:31]#[C:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:8][C:9]=1[N:10]([C:22]([C@H:24]1[CH2:29][CH2:28][C@H:27]([CH3:30])[CH2:26][CH2:25]1)=[O:23])[C@H:11]1[CH2:16][CH2:15][C@H:14]([N:17]2[CH:21]=[CH:20][N:19]=[N:18]2)[CH2:13][CH2:12]1)=[O:4].[OH-].[Li+]>>[CH3:34][C:33]([CH3:35])([CH3:36])[C:32]#[C:31][C:7]1[S:6][C:5]([C:3]([OH:4])=[O:2])=[C:9]([N:10]([C:22]([C@H:24]2[CH2:25][CH2:26][C@H:27]([CH3:30])[CH2:28][CH2:29]2)=[O:23])[C@H:11]2[CH2:12][CH2:13][C@H:14]([N:17]3[CH:21]=[CH:20][N:19]=[N:18]3)[CH2:15][CH2:16]2)[CH:8]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 178499340HCID 178499340, compound

Product 1

HCID 178442395HCID 178442395, compound

Procedure

5-(3,3-Dimethyl-but-1-ynyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(trans-4-[1,2,3]triazol-1-yl-cyclohexyl)-amino]-thiophene-2-carboxylic acid methyl ester (0.27 g, 0.52 mmol) is hydrolysed with lithium hydroxide as previously described (example 1, step VI) to give after HPLC purification 5-(3,3-dimethyl-but-1-ynyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(trans-4-[1,2,3]triazol-1-yl-cyclohexyl)-amino]-thiophene-2-carboxylic acid.

Workup

customto give
customafter HPLC purification 5-(3,3-dimethyl-but-1-ynyl)-3-[(trans-4-methyl-cyclohexanecarbonyl)-(trans-4-[1,2,3]triazol-1-yl-cyclohexyl)-amino]-thiophene-2-carboxylic acid

Sources & evidence

ORD record: ord-ad12106f1b784d45a42bc124b2db20cf
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08658674B2

Reaction notes

Loading…