(4S)-6-Azaspiro[2.5]octan-4-ol → (4S)-6-Azaspiro[2.5]octan-4-ol hydrochloride

HRID 2095589Notes

Reaction equation

HRID 2095589 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][CH2:22][CH2:23][C:24]([OH:26])=O)[CH2:15][CH2:14]2)[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10].[CH2:27]1[C:29]2([CH2:34][CH2:33][NH:32][CH2:31][C@H:30]2[OH:35])[CH2:28]1>>[ClH:1].[CH2:28]1[C:29]2([CH2:34][CH2:33][NH:32][CH2:31][C@H:30]2[OH:35])[CH2:27]1.[Cl:1][C:2]1[CH:3]=[C:4]([N:13]2[CH2:19][CH2:18][C:17](=[O:20])[N:16]([CH2:21][CH2:22][CH2:23][C:24]([N:32]3[CH2:33][CH2:34][C:29]4([CH2:27][CH2:28]4)[C@H:30]([OH:35])[CH2:31]3)=[O:26])[CH2:15][CH2:14]2)[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:10])[F:11]

Participants

4

Reactant 2

HCID 44541813(4S)-6-Azaspiro[2.5]octan-4-olHCID 67074570HCID 67074570, compound2×

Product 2

HCID 44541812(4S)-6-Azaspiro[2.5]octan-4-ol hydrochlorideHCID 58232085HCID 58232085, compound

Procedure

In analogy to the procedure described for example 15, 4-[4-(3-chloro-4-trifluoromethoxy-phenyl)-7-oxo-[1,4]diazepan-1-yl]-butyric acid (intermediate 40) and (S)-6-aza-spiro[2.5]octan-4-ol; hydrochloride (intermediate 2) gave the title compound in 54% yield as light yellow oil. MS: 504.19 (MH+, Cl).

Sources & evidence

ORD record
ord-213be7eec3bf41b99ce294eb1aa3f62a
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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