tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylate → HCID 20740364, compound

HRID 1883165Notes

Reaction equation

HRID 1883165 reaction equation
C(OC(N1CCC(CCCBr)CC1)=O)(C)(C)C.Cl.[C:19]([CH:21]([NH:26][C:27]([CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]1[NH:35][C:36]([C:38]1[N:39]([CH2:47][CH2:48][CH2:49][CH:50]2[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]2)[C:40]2[C:45]([CH:46]=1)=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:37])=[O:28])[CH2:22][CH:23]([CH3:25])[CH3:24])#[N:20]>>[C:19]([CH:21]([NH:26][C:27]([CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]1[NH:35][C:36]([C:38]1[N:39]([CH2:47][CH2:48][CH2:49][CH:50]2[CH2:51][CH2:52][NH:53][CH2:54][CH2:55]2)[C:40]2[C:45]([CH:46]=1)=[CH:44][CH:43]=[CH:42][CH:41]=2)=[O:37])=[O:28])[CH2:22][CH:23]([CH3:25])[CH3:24])#[N:20]

Participants

3

Reactant 2

HCID 18409081tert-Butyl 4-(3-bromopropyl)piperidine-1-carboxylateHCID 131724476HCID 131724476, compound

Product 1

HCID 20740364HCID 20740364, compound

Procedure

Proceeding as described in Example 54, Step 3, 673 mg of 4-(3-bromo-propyl)-piperidine-1-carboxylic acid tert-butyl ester (2.2 mmol) was conyerted to approximately 180 mg 1-(3-Piperidin-4-yl-propyl)-1H-indole-2-carboxylic acid [2-(1-cyano-3-methyl-butylcarbamoyl)-cyclohexyl]-amide, hydrochloride salt (MS: M+H=506; mp=146.4-146.9 C).

Sources & evidence

ORD record
ord-27571227d6af4214972f2a9cc8bbba58
Source dataset
uspto-grants-2004_07
Patent number
US06759428B2

Reaction notes

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