Hydrochloric Acid → HCID 86588757, compound

HRID 392971Notes

Reaction equation

HRID 392971 reaction equation
C[O:2][C:3](=[O:65])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]([C:15](=[O:17])[CH3:16])=[CH:13][CH:14]=2)=[CH:6][C:5]=1[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[N:30]([CH:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)[C:29]3[CH:37]=[CH:38][C:39]([C:41]4[N:42]=[N:43][N:44]([C:46]([C:59]5[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=5)([C:53]5[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=5)[C:47]5[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=5)[N:45]=4)=[CH:40][C:28]=3[N:27]=2)=[CH:22][CH:21]=1.[OH-].[Li+].C1COCC1.Cl>O.C(O)C>[CH:31]1([N:30]2[C:29]3[CH:37]=[CH:38][C:39]([C:41]4[N:42]=[N:43][N:44]([C:46]([C:53]5[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=5)([C:59]5[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=5)[C:47]5[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=5)[N:45]=4)=[CH:40][C:28]=3[N:27]=[C:26]2[C:23]2[CH:22]=[CH:21][C:20]([O:19][CH2:18][C:5]3[CH:6]=[C:7]([C:10]4[S:11][C:12]([C:15](=[O:17])[CH3:16])=[CH:13][CH:14]=4)[CH:8]=[CH:9][C:4]=3[C:3]([OH:65])=[O:2])=[CH:25][CH:24]=2)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86588758HCID 86588758, compound

Product 1

HCID 86588757HCID 86588757, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of compound 39 (169 mg, 0.19 mmol) and lithium hydroxide (23 mg, 0.97 mmol) in water (1 mL), ethanol (2 mL), and THF (2 mL) was stirred under reflux for 3 h and cooled and acidified with dilute hydrochloric acid to precipitate 40 which was dried in vacuo to afford 147 mg (90% yield). ESI MS m/e 862 (M+1)

Workup

  1. temperatureunder reflux for 3 h
  2. temperaturecooled
  3. customto precipitate 40 which
  4. customwas dried in vacuo
  5. customto afford 147 mg (90% yield)

Sources & evidence

ORD record
ord-5f8a78bf1d6446e48a57c6b86f9aea8d
Source dataset
uspto-grants-2004_10
Patent number
US06803374B2

Reaction notes

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