Cyclopentanol → HCID 11496745, compound

HRID 2261919Notes

Reaction equation

[CH:1]1([OH:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(OC([NH:14][C@:15]([C:24]1[O:28][C:27]([C:29]2[CH:30]=[C:31]([N:37]([CH3:42])[S:38]([CH3:41])(=[O:40])=[O:39])[CH:32]=[C:33]([CH2:35]Br)[CH:34]=2)=[N:26][N:25]=1)([CH3:23])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O)(C)(C)C>>[NH2:14][C@:15]([C:24]1[O:28][C:27]([C:29]2[CH:30]=[C:31]([N:37]([CH3:42])[S:38]([CH3:41])(=[O:40])=[O:39])[CH:32]=[C:33]([CH2:35][O:6][CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:34]=2)=[N:26][N:25]=1)([CH3:23])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Reactant 2

HCID 7298Cyclopentanol

HCID 58990072HCID 58990072, compound

Product 1

HCID 11496745HCID 11496745, compound

Procedure

Prepared from cyclopentanol and 3-(5-((R)-2-tert-butoxycarbonylamino-1-phenylpropan-2-yl)-1,3,4-oxadiazol-2-yl)-5-(bromomethyl)-N-methyl-N-(methylsulfonyl)benzenamine using a similar procedure as described for the preparation of Example 40. 1H NMR (CD3OD) δ 7.93 (m, 2H), 7.68 (s, 1H), 7.32 (m, 3H), 7.09 (m, 2H), 4.59 (s, 2H), 4.10 (m, 1H), 3.45 (s, 2H), 3.38 (s, 3H), 2.96 (s, 3H), 1.88 (s, 3H), 1.78 (m, 6H), 1.60 (m, 2H).

Workup

customas described for the preparation of Example 40

Sources & evidence

ORD record: ord-6af306ab6f284798b37148c017f94e23
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07847100B2

Reaction notes

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