NADPH → HCID 70655625, compound

HRID 1972362Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:17]2[N:22]=[CH:21][C:20]([C@:23]([OH:29])([CH3:28])[C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:10])=[O:9].C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O)C=2N=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:17]2[N:22]=[CH:21][C:20]([C@@:23]([OH:29])([CH3:28])[C:24]([F:26])([F:27])[F:25])=[CH:19][CH:18]=2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)(=[O:9])=[O:10]

Participants

Reactant 2

HCID 5884NADPH

HCID 66582385HCID 66582385, compound

Product 1

HCID 70655625HCID 70655625, compound

Procedure

(2R)-2-(6-(3-chloro-4-(phenylsulfonyl)phenyl)-3-pyridinyl)-1,1,1-trifluoro-2-propanol. 1H NMR (400 MHz, CD3OD) δ 8.95-8.88 (m, 1H), 8.46 (d, J=8.0 Hz, 1H), 8.31-8.21 (m, 2H), 8.19-8.11 (m, 1H), 8.06-7.95 (m, 3H), 7.74-7.66 (m, 1H), 7.62 (s, 2H), 1.81 (s, 3H). m/z (ESI, +ve ion) 441.8 (M+H)+. GK-GKRP EC50 (NADPH-coupled)=3.75 μM; GK-GKRP EC50 (LC MS/MS)=3.57 μM.

Sources & evidence

ORD record: ord-b869ab669d074a6e86875548e6371a63
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431563B2

Reaction notes

Loading…