Lithium hydroxide, monohydrate → HCID 66772990, compound

HRID 1644266Notes

Reaction equation

C1CCN(CCCN2CC3C4C=CC(F)=CC=4C(NC=3CC2)=O)CC1.[CH2:26]([N:33]1[C:41]2[CH:40]=[CH:39][CH:38]=[C:37]([C:42]([O:44]C)=[O:43])[C:36]=2[C:35]([CH2:46][CH2:47][NH:48][C@H:49]2[CH:54]3[CH2:55][CH2:56][N:51]([CH2:52][CH2:53]3)[CH2:50]2)=[N:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.O.[OH-].[Li+:59]>>[CH2:26]([N:33]1[C:41]2[CH:40]=[CH:39][CH:38]=[C:37]([C:42]([O-:44])=[O:43])[C:36]=2[C:35]([CH2:46][CH2:47][NH:48][C@H:49]2[CH:54]3[CH2:55][CH2:56][N:51]([CH2:52][CH2:53]3)[CH2:50]2)=[N:34]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1.[Li+:59]

Participants

Reactant 3

HCID 168937Lithium hydroxide, monohydrate

HCID 66772632HCID 66772632, compound

HCID 74892009HCID 74892009, compound

Product 1

HCID 66772990HCID 66772990, compoundYield 100%

Procedure

Following general procedure GP-L, (S)-methyl 1-benzyl-3-(2-(quinuclidin-3-ylamino)ethyl)-1H-indazole-4-carboxylate (520 mg, 1.24 mmol) and lithium hydroxide monohydrate (129 mg, 3.07 mmol) were converted lithium (S)-1-benzyl-3-(2-(quinuclidin-3-ylamino)ethyl)-1H-indazole-4-carboxylate (509 mg, quant. yield), which was used in the next step without further purification: MS (ESI+) m/z 405 (M+H).

Sources & evidence

ORD record: ord-fec780e007cc460bb152c012cca23576
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08124600B2

Reaction notes

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