Ammonium Hydroxide → HCID 178453617, compound

HRID 1524857Notes

Reaction equation

C(OC([CH2:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15]([NH:17][C@H:18]([C:26]2[NH:30][C:29]3[CH:31]=[CH:32][C:33]([C:35]([OH:37])=O)=[CH:34][C:28]=3[N:27]=2)[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:16])[CH2:11][CH2:10]1)=O)(C)(C)C.[OH-:38].[NH4+:39]>>[C:35]([C:33]1[CH:32]=[CH:31][C:29]2[NH:30][C:26]([C@@H:18]([NH:17][C:15]([C@H:12]3[CH2:13][CH2:14][C@H:9]([CH2:8][NH:17][C:15](=[O:16])[O:38][C:9]([CH3:14])([CH3:10])[CH3:8])[CH2:10][CH2:11]3)=[O:16])[CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:27][C:28]=2[CH:34]=1)(=[O:37])[NH2:39]

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 178451082HCID 178451082, compound

Product 1

HCID 178453617HCID 178453617, compoundYield 79%

Procedure

The compound from Example 43 Part A (23 mg, 0.044 mmol) was subjected to the conditions described for Example 1 Part C with the exception that ammonium hydroxide was used in place of 4-amidinobenzoic acid hydrochloride to provide 18 mg of the desired product (79%). MS 520.0 (M+H)+.

Sources & evidence

ORD record: ord-2aa94639242f4b779339dca4955b8dd6
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09079860B2

Reaction notes

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