Hydrochloric Acid → HCID 11661536, compound

HRID 1069105Notes

Reaction equation

HRID 1069105 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([NH:17][CH2:18][CH2:19][N:20]([CH2:28][C@@H:29]([C:38]3[CH:43]=[CH:42][CH:41]=[C:40]([Cl:44])[CH:39]=3)[O:30][Si](C(C)(C)C)(C)C)C(OC(C)(C)C)=O)[CH:12]=2)[CH:10]=1)=[O:4].Cl.O.[OH-].[Li+].O1CCCC1.O>O1CCOCC1>[Cl:44][C:40]1[CH:39]=[C:38]([C@@H:29]([OH:30])[CH2:28][NH:20][CH2:19][CH2:18][NH:17][C:13]2[CH:12]=[C:11]([C:9]3[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[N:7][CH:8]=3)[CH:16]=[CH:15][CH:14]=2)[CH:43]=[CH:42][CH:41]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 21881883Oxolane--water (1/1)HCID 69779815HCID 69779815, compound

Product 1

HCID 11661536HCID 11661536, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

n.m.r. (CD3OD) δ values include 3.11-3.29 (m, 1 H), 3.58 (t, 2 H), 4.97 (dd, 1 H), 6.76 (d, 1 H), 6.97 (s, 1 H), 6.99 (d, 1 H), 7.26-7.35 (m, 4 H), 7.46 (s, 1 H), 8.51 (s, 1 H), 8.76 (s, 1 H), 9.00 (s, 1 H); from (R)-5-[3-[[2-[[2-(3-chlorophenyl)-2-[[(tert-butyl)dimethylsilyl]oxy]ethyl][(tert-butoxy)carbonyl]amino]ethyl]amino]phenyl]-3-pyridinecarboxylic acid methyl ester (251 mg), 4 N hydrochloric acid in 1,4-dioxane (10 mL) and lithium hydroxide monohydrate (96 mg) in 3:1 tetrahydrofuran-water (20 mL).

Sources & evidence

ORD record
ord-79854a7493d7496aabbef6dea60d8a19
Source dataset
uspto-grants-2001_06
Patent number
US06251925B1

Reaction notes

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