Pyrrolidine → HCID 56849286, compound

HRID 1907306Notes

Reaction equation

Cl[C:2]1[CH:7]=[C:6]([S:8]([N:11]2[CH2:20][CH2:19][C:18]3[C@:13]([CH2:31][O:32][CH3:33])([CH2:14][C:15]4[CH:23]=[N:22][N:21]([C:24]5[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=5)[C:16]=4[CH:17]=3)[CH2:12]2)(=[O:10])=[O:9])[CH:5]=[CH:4][N:3]=1.[NH:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1>>[F:30][C:27]1[CH:28]=[CH:29][C:24]([N:21]2[C:16]3[CH:17]=[C:18]4[C@:13]([CH2:31][O:32][CH3:33])([CH2:14][C:15]=3[CH:23]=[N:22]2)[CH2:12][N:11]([S:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([N:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[CH:7]=2)(=[O:10])=[O:9])[CH2:20][CH2:19]4)=[CH:25][CH:26]=1

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 86669991HCID 86669991, compound

Product 1

HCID 56849286HCID 56849286, compound

Procedure

The title compound was prepared by the method of Preparation 4b using (R)-6-(2-chloropyridine-4-sulfonyl)-1-(4-fluorophenyl)-4a-methoxymethyl-4,4a,5,6,7,8-hexahydro-1H-1,2,6-triaza-cyclopenta[b]naphthalene and pyrrolidine. 1H NMR (400 MHz, CHCl3-d): δ 8.30 (d, 1H), 7.44-7.36 (m, 3H), 7.15 (t, 2H), 6.76 (dd, 1H), 6.65 (s, 1H), 6.29 (d, 1H), 4.24-4.13 (m, 1H), 3.91 (dd, 1H), 3.49 (t, 4H), 3.36 (s, 4H), 3.16-3.07 (m, 2H), 2.78-2.68 (m, 1H), 2.59-2.51 (m, 1H), 2.38 (d, 1H), 2.28-2.20 (m, 2H), 2.05 (t, 4H).

Sources & evidence

ORD record: ord-6326fe131d7d42abb3c34869dd7cc2ef
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598154B2

Reaction notes

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