Pyrrolidine → HCID 71715231, compound

HRID 1477555Notes

Reaction equation

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

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 71715056HCID 71715056, compound

Product 1

HCID 71715231HCID 71715231, compound

Procedure

Hydroxy-naphthalene-2-carboxylic acid [(3S,5S)-1-cyclohexylmethyl-5-(pyrrolidine-1-carbonyl)-pyrrolidin-3-yl]-amide was prepared from (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid methyl ester and pyrrolidine in an analogous manner to example 12. MS calcd. for C27H36N3O3 [(M+H)+] 450.0, obsd. 450.2.

Sources & evidence

ORD record: ord-6420b10bb1b447aead96ef59d93db6e2
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403805B2

Reaction notes

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