tert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate → HCID 25261825, compound

HRID 1894391Notes

Reaction equation

[C:1]([C:5]1[N:10]=[CH:9][C:8]([C:11]2[N:12]([C:32](Cl)=[O:33])[C@@:13]([C:25]3[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=3)([CH3:24])[C@@:14]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)([CH3:16])[N:15]=2)=[C:7]([O:35][CH2:36][CH3:37])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:38]([O:42][C:43]([N:45]1[CH2:50][CH2:49][C:48]2([CH2:55][CH2:54][NH:53][CH2:52][CH2:51]2)[CH2:47][CH2:46]1)=[O:44])([CH3:41])([CH3:40])[CH3:39]>>[C:38]([O:42][C:43]([N:45]1[CH2:50][CH2:49][C:48]2([CH2:55][CH2:54][N:53]([C:32]([N:12]3[C@@:13]([C:25]4[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=4)([CH3:24])[C@@:14]([C:17]4[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=4)([CH3:16])[N:15]=[C:11]3[C:8]3[CH:9]=[N:10][C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])=[CH:6][C:7]=3[O:35][CH2:36][CH3:37])=[O:33])[CH2:52][CH2:51]2)[CH2:47][CH2:46]1)=[O:44])([CH3:41])([CH3:39])[CH3:40]

Participants

Reactant 2

HCID 15296367tert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate

HCID 57669958(4S,5R)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride

Product 1

HCID 25261825HCID 25261825, compound

Procedure

In a manner analogous to the method described in examples 8, (4S,5R)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride (example 51) was coupled with 3,9-diaza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (Syntech Labs) to give the title compound. HR-MS (ES, m/z) calculated for C43H56Cl2N5O4 [(M+H)+] 776.3704, observed 776.3699.

Sources & evidence

ORD record: ord-45d79dfce3ad486f97e94925b0a0b78e
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08513239B2

Reaction notes

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