Water → HCID 86612277, compound

HRID 1441979Notes

Reaction equation

[C-]#N.[K+].[CH2:4]([O:11][C:12]1[CH:30]=[CH:29][C:28]2=[CH:31][C:13]=1[CH2:14][C@H:15]([NH:55][C:56]([O:58][CH2:59][C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1)=[O:57])[C:16](=[O:54])[NH:17][C@@H:18]([CH2:40][CH2:41][CH2:42][NH:43][C:44]([O:46][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)=[O:45])[C:19](=[O:39])[N:20]([CH3:38])[C@H:21]([C:34](OC)=[O:35])[CH2:22][C:23]1[CH:32]=[C:27]2[CH:26]=[CH:25][C:24]=1[F:33])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.O.[NH2:67][CH2:68][CH2:69][NH2:70]>>[NH2:67][CH2:68][CH2:69][NH:70][C:34]([C@H:21]1[N:20]([CH3:38])[C:19](=[O:39])[C@H:18]([CH2:40][CH2:41][CH2:42][NH:43][C:44](=[O:45])[O:46][CH2:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[NH:17][C:16](=[O:54])[C@@H:15]([NH:55][C:56]([O:58][CH2:59][C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)=[O:57])[CH2:14][C:13]2[CH:31]=[C:28]([CH:29]=[CH:30][C:12]=2[O:11][CH2:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:27]2=[CH:32][C:23](=[C:24]([F:33])[CH:25]=[CH:26]2)[CH2:22]1)=[O:35]

Participants

Reactant 4

HCID 962Water

HCID 3301Ethylenediamine

HCID 9032Potassium Cyanide

HCID 67186107HCID 67186107, compound

Product 1

HCID 86612277HCID 86612277, compound

Procedure

0.46 mg (0.007 mmol) of potassium cyanide are added to a solution of 30 mg (0.036 mmol) of methyl (8S,11S,14S)-17-(benzyloxy)-14-{[(benzyloxy)carbonyl]amino}-11-(3-{[(benzyloxy)-carbonyl]amino}propyl)-5-fluoro-9-methyl-10,13-dioxo -9,12-diazatricyclo[14.3.1.12,6]henicosa-1(20),2(21),3,5,16,18-hexaene-8-carboxylate (Example 23O) in 0.6 ml of 1,2-diaminoethane. The mixture is stirred at RT for 16 h. Water is added to the mixture. The precipitated solid is filtered off and dried under high vacuum.

Workup

filtrationThe precipitated solid is filtered off
customdried under high vacuum

Sources & evidence

ORD record: ord-3bf3f93caeb0465eb07eee1b56b06900
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07655643B2

Reaction notes

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